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Hypocrellin A

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Identification
Molecular formula
C30H26O8
CAS number
76476-76-7
IUPAC name
7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde
State
State

At room temperature, Hypocrellin A is in a solid state. Its crystalline structure contributes to its stability and solid form. As with many crystalline organic compounds, it retains a definite shape and volume under standard laboratory conditions.

Melting point (Celsius)
301.00
Melting point (Kelvin)
574.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
474.52g/mol
Molar mass
474.5180g/mol
Density
1.5027g/cm3
Appearence

Hypocrellin A appears as a deep red to yellowish-red crystalline solid. It is sensitive to light, leading to changes in its color upon prolonged exposure. The compound is often used for its photodynamic properties, showcasing vibrant coloration associated with its chemical structure and composition.

Comment on solubility

Solubility of C30H26O8

The compound 7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde displays interesting solubility traits due to its complex structure. The presence of multiple hydroxyl (-OH) groups generally indicates a tendency towards enhanced solubility in polar solvents. However, the extensive hydrophobic naphthalene frameworks and isopropyl substitutions introduce challenges in solubility. Here are some key points regarding its solubility:

  • Polar Solvents: Due to the hydroxyl groups, this compound may show increased solubility in polar solvents such as water or methanol.
  • Non-polar Solvents: Conversely, it may have less solubility in non-polar solvents like hexane or toluene because of the bulky naphthalene structures.
  • Temperature Dependency: The solubility can vary with temperature; typically, solubility increases with rising temperature in most cases.
  • Complex Formation: The potential ability of the compound to form hydrogen bonds can also affect its solubility profile significantly.

In practice, when assessing the solubility of C30H26O8, it's essential to consider experimentation in various solvent systems to determine the best conditions for dissolution.

Interesting facts

Interesting Facts about 7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde

This complex organic compound belongs to the naphthalene family, a class of polycyclic aromatic hydrocarbons known for their unique structural properties and biological significance. Here are some captivating insights:

  • Biodiversity: Compounds like this one are often found in organisms, especially in plants, where they can play essential roles in growth and defense mechanisms.
  • Potential Applications: With its multiple hydroxyl groups, this compound may exhibit strong antioxidant properties, making it a candidate for research in medicinal chemistry and material sciences.
  • Structural Complexity: The presence of multiple functional groups, such as aldehydes and hydroxyls, contributes to the compound's extensive reactivity, which can lead to a variety of derivatives through chemical reactions.
  • Natural Products: Many compounds in the naphthalene family are derived from natural sources and could be involved in traditional medicine, suggesting potential pharmacological properties that warrant further study.
  • Color Development: Naphthalene derivatives are known to produce colored compounds, indicating potential applications in dye synthesis and various industrial processes.

As researchers continue to explore the vast biological and chemical diversity of compounds like this, the insights gained could lead to groundbreaking developments in pharmaceuticals and environmentally sustainable practices. The study of such compounds emphasizes the interconnectedness of chemistry and nature!

Synonyms
gossypol
303-45-7
90141-22-3
(-)-Gossypol
Pogosin
Tash 1
(+)-Gossypol
(R)-Gossypol
(R)-(-)-Gossypol
No Fertil
(+/-)-Gossypol
AT 101
20300-26-9
7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde
BL 193
CCRIS 2689
NSC56817
NSC 56817
NSC-56817
NSC 624336
NSC-624336
BRN 1917878
KAV15B369O
Gossypol, (R)-
Gossypol, (S)-
DTXSID5023110
AI3-22957
HSDB 7872
GOSSYPOL [MI]
GOSSYPOL [VANDF]
BL-193
MFCD00017352
NSC624336
GOSSYPOL [MART.]
XNA7DR63CQ
8DY2X8LXW4
2,2'-Bis(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene)
CHEMBL51483
DTXCID803110
303-45-7 (free)
CHEBI:28584
2,2'-bi[8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene]
8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene
2,2'-bis[8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene]
Gossypol-d2
NSC-726190
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-, (+)-
[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-
7-[8-formyl-1,6,7-trihydroxy-3-methyl-5-(propan-2-yl)naphthalen-2-yl]-2,3,8-trihydroxy-6-methyl-4-(propan-2-yl)naphthalene-1-carbaldehyde
NCGC00016423-03
CAS-303-45-7
racemic-Gossypol
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahyd
GOSSYPOL (MART.)
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde,1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2R)-
1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
4-08-00-03754 (Beilstein Handbook Reference)
(+-)-Gossypol
gosipol
( inverted exclamation markA)-GOSSYPOL FROM COTTON SEEDS
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl[2,2'-binaphthalene]-8,8'-dicarbaldehyde
7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde
Gossypol Sodium Salt
Gissypol, (R)-
Sodium Salt, Gossypol
(S)-(+)-Gossypol
Gossypol, (+)-Isomer
Gossypol, (-)-Isomer
SR-01000597521
C30H30O8
Gossypol Dipotassium Salt
UNII-XNA7DR63CQ
Gossypol, (+-)-Isomer
Dipotassium Salt, Gossypol
UNII-8DY2X8LXW4
ssypol
UNII-KAV15B369O
2,2'-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
Gossypol, 4
(S)-Gossypol
1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)(2,2'-binaphthalene)-8,8'-dicarboxaldehyde
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl(2,2'-binaphthalene)-8,8'-dicarbaldehyde
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3-3'-dimethyl(2,2'-binaphthalene)-8,8'-dicarboxaldehyde
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3-3'-dimethyl[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
GO3
Gossypol (Standard)
Prestwick_1031
R-(-)-gossypol
Cottonseed Meal Toxin
113580-77-1
Pogosin; AT101
Spectrum_000359
Spectrum_001521
Tocris-1964
ST065835
SpecPlus_000602
GOSSYPOL, R-
1189561-66-7
Prestwick0_000677
Prestwick1_000677
Prestwick2_000677
Prestwick3_000677
Spectrum2_001472
Spectrum2_001624
Spectrum3_001102
Spectrum3_001516
Spectrum4_000846
Spectrum4_001931
Spectrum5_000693
Spectrum5_001035
Gossypol from cotton seeds
UPCMLD-DP103
NCIMech_000271
cid_3503
SCHEMBL3939
BSPBio_000773
BSPBio_002804
BSPBio_003191
GOSSYPOL, (+)-
KBioGR_001451
KBioGR_002303
KBioSS_000839
KBioSS_002001
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (-)-
MLS000028490
DivK1c_000173
DivK1c_006698
GOSSYPOL R-FORM [MI]
GOSSYPOL S-FORM [MI]
SPECTRUM1504019
SPBio_001423
SPBio_001687
SPBio_002694
BPBio1_000851
cid_227456
GTPL4204
UPCMLD-DP103:001
UPCMLD-DP103:002
BDBM23223
BDBM46555
KBio1_000173
KBio1_001642
KBio2_000839
KBio2_002001
KBio2_003407
KBio2_004569
KBio2_005975
KBio2_007137
KBio3_002024
KBio3_002691
EX-A068
NINDS_000173
HMS1570G15
HMS2097G15
HMS3262J15
HMS3268O22
HMS3413L10
HMS3651C18
HMS3677L10
HMS3868F13
(+/-)-Gossypol from cotton seeds
ALBB-033351
BCP03607
NEA58077
QDA14122
Tox21_110434
Tox21_500847
CCG-35400
HB0304
HY-13407R
NSC726190
NSC728875
s6852
STK063457
AKOS002140475
Tox21_110434_1
AT25344
BCP9000332
CS-0966
DB13044
FG41647
LMPR0103330002
LP00847
NSC 726190
NSC-728875
SB17342
SDCCGSBI-0051726.P004
IDI1_000173
SMP2_000170
NCGC00016423-01
NCGC00016423-02
NCGC00016423-04
NCGC00016423-05
NCGC00016423-06
NCGC00016423-07
NCGC00016423-08
NCGC00016423-09
NCGC00016423-10
NCGC00016423-12
NCGC00016423-14
NCGC00016423-15
NCGC00016423-17
NCGC00016423-34
NCGC00025331-01
NCGC00025331-02
NCGC00025331-03
NCGC00025331-04
NCGC00025331-06
NCGC00025331-07
NCGC00261532-01
7-[8-formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl)]-2,3,8-trihy droxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde
AC-20251
AC-30274
AC-34521
AS-55885
BP-25397
HY-13407
HY-15464
NCI60_001588
NCI60_004391
SMR000058386
BCP0726000183
DB-047766
AB00052921
NS00069172
SW197103-2
C07667
Q411882
SR-01000597521-1
SR-01000597521-5
SR-01000597521-6
(+/-)-Gossypol from cotton seeds, >=95% (HPLC)
BRD-K19295594-001-06-9
BRD-K19295594-001-10-1
BRD-K19295594-001-15-0
BRD-K19295594-001-16-8
BRD-K19295594-015-02-8
BRD-K19295594-015-12-7
BRD-K19295594-015-13-5
BRD-K19295594-015-14-3
2,2'-bis[8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthyl]
8-Formyl-1,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene
2,2'-bis(1,6,7-Trihydroxy-3-methyl-5-isopropyl)-8-aldehydonaphthalene
2,2'-bis(1,6,7-trihydroxy-4-methyl-5-isopropyl-8-aldehydonaphthalene)
2,2'-bis[1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthyl]
(+/-)-2,2'-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
(-)-2,2'-Bis(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene)
(2,8'-dicarboxaldehyde, 1,1',6,6'7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
(R)-2,2'-BIS(8-FORMYL-1,6,7-TRIHYDROXY-5-ISOPROPYL-3-METHYLNAPHTHALENE)
[2,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
(+)1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
(-)-1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
(2,2'-BINAPHTHALENE)-8,8'-DICARBOXALDEHYDE, 1,1',6,6',7,7'-HEXAHYDROXY-3,3'-DIMETHYL-5,5'-BIS(1-METHYLETHYL)-, (2S)-
(2,2'-BINAPHTHALENE)-8,8'-DICARBOXALDEHYDE, 1,1',6,6',7,7'-HEXAHYDROXY-3,3'-DIMETHYL-5,5'-BIS(1-METHYLETHYL)-, (S)-
(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6'7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
[2,8'-dicarboxaldehyde, 1,1',6,6',7,7'- hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2R)-
[2,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1- methylethyl)-
[2,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-
1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-2,2'-binaphthalene-8,8'-dicarbaldehyde
1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-di(propan-2-yl)-2,2'-binaphthalene-8,8'-dicarbaldehyde
1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-di(propan-2-yl)[2,2'-binaphthalene]-8,8'-dicarbaldehyde
1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-diisopropyl[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthyl-8,8'-dicarbaldehyde
1,6,7,1',6',7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-8,8'-dicarboxaldehyde
636-899-7
7-(8-Formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl))-2,3,8-trihydroxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde
acetic acid;7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-yl-2-naphthalenyl)-2,3,8-trihydroxy-6-methyl-4-propan-2-yl-1-naphthalenecarboxaldehyde
acetic acid;7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde
ethanoic acid;7-[8-methanoyl-3-methyl-1,6,7-tris(oxidanyl)-5-propan-2-yl-naphthalen-2-yl]-6-methyl-2,3,8-tris(oxidanyl)-4-propan-2-yl-naphthalene-1-carbaldehyde