CAS 303-45-7 MFCD00017352-1,1’,6,6’,7,7’-Hexahydroxy-5,5’-Diisopropyl-3,3’-Dimethyl-[2,2’-Binaphthalene]-8,8’-Dicarbaldehyde 1,1’,6,6’,7,7’-六羟基-5,5’-二异丙基-3,3’-二甲基-[2,2’-联萘]-8,8’-二甲醛 TAO{mole}

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’-六羟基-5,5’-二异丙基-3,3’-二甲基-[2,2’-联萘]-8,8’-二甲醛

CAS 303-45-7 MFCD00017352

化学结构图

SMILES: Cc1cc2c(C(C)C)c(O)c(O)c(C=O)c2c(O)c1-c1c(C)cc2c(C(C)C)c(O)c(O)c(C=O)c2c1O

化学属性

Mol. Formula	C30H30O8
Mol. Weight	518.55
Solubility	Soluble in 100%ethanol (25 mg/ml), DMF (25 mg/ml), acetone, DMSO (25 mM), methanol (2 mg/ml), ether, chloroform, sodium carbonate, and dilute aqueous solutions of ammonia . Insoluble in water.

别名和识别编码

Chemical Name	1,1’,6,6’,7,7’-Hexahydroxy-5,5’-Diisopropyl-3,3’-Dimethyl-[2,2’-Binaphthalene]-8,8’-Dicarbaldehyde
Synonym	(±)-2,2'-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene) 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) 2,2'-Bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene) 8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene Gossypol Tash 1 棉酚;棉子醇;棉籽酚;棉酚,来源于棉花籽;AT101
MDL Number	MFCD00017352
PubChem Substance ID	3503
CAS Number	303-45-7
Chemical Name Translation	1,1’,6,6’,7,7’-六羟基-5,5’-二异丙基-3,3’-二甲基-[2,2’-联萘]-8,8’-二甲醛
Beilstein Registry Number	1917878
LabNetwork Molecule ID	LN01294486
InChI	InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3

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分类

{SNA} Aldehydes,
{SA} Aerobic Glycolysis (the Warburg Effect), Aldehydes, Bioactive Small Molecules, Building Blocks, C13-C60, Cancer Metabolism, Cancer Research, Carbonyl Compounds, Cell Biology, Cell Signaling and Neuroscience, Cell Stress, Chemical Synthesis, G, Inhibitors of Aerobic Glycolysis (the Warburg Effect), Lactate Dehydrogenase Inhibitors, Nitric Oxide and Cell Stress, Organic Building Blocks, Oxidative Stress Proteins and Reagents
{SNA} Aerobic Glycolysis (the Warburg Effect), Aldehydes, Bioactive Small Molecules, Building Blocks, C13-C60, Cancer Metabolism,
{SNA} Aldehydes,

产品应用

An inhibitor of PKC, Bcl-2, 5-LO, and 12-LO.

安全信息

WGK Germany3

GHS Symbol

Precautionary statements

P201 Obtain special instructions before use. 使用前获取专门指示。
P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
P281 Use personal protective equipment as required. 使用所需的个人防护装备。
P308+P313
P405 Store locked up. 上锁保管。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Signal word

Hazard statements

H351 Suspected of causing cancer 怀疑致癌

Hazard Codes Xn

RTECS DU3100000

Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Safety Statements

S22 Do not breathe dust 不要吸入粉尘；
S36 Wear suitable protective clothing 穿戴适当的防护服；

Risk Statements

R22 Harmful if swallowed 吞咽有害
R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用

Storage condition 储存温度-20°C

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - pig
DOSE/DURATION           : 550 mg/kg
TOXIC EFFECTS :
   Behavioral - muscle weakness
   Gastrointestinal - hypermotility, diarrhea
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   JAOCA7 Journal of the American Oil Chemists' Society.  (Champaign, IL)
   V.24-56, 1947-79.  Volume(issue)/page/year: 40,571,1963

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2315 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JAOCA7 Journal of the American Oil Chemists' Society.  (Champaign, IL)
   V.24-56, 1947-79.  Volume(issue)/page/year: 37,40,1960

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 10 mg/L/48H
REFERENCE :
   ITCSAF In Vitro.  (Rockville, MD)  V.1-20, 1965-85.  For publisher
   information, see ICDBEO.  Volume(issue)/page/year: 19,53,1983

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human - man Lymphocyte
DOSE/DURATION           : 9 ug/plate
REFERENCE :
   CPHPA5 Jiepou Xuebao.  Journal of Anatomy.  (China International Book
   Trading Corp., POB 2820, Beijing, Peop. Rep. China)  V.1-9, 1953-66; V.10-
   1979-  Volume(issue)/page/year: 12,293,1981

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 10 mg/L
REFERENCE :
   ITCSAF In Vitro.  (Rockville, MD)  V.1-20, 1965-85.  For publisher
   information, see ICDBEO.  Volume(issue)/page/year: 19,53,1983

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 50 mg/L
REFERENCE :
   ITCSAF In Vitro.  (Rockville, MD)  V.1-20, 1965-85.  For publisher
   information, see ICDBEO.  Volume(issue)/page/year: 19,53,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 10 mg/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   44,35,1984

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human - man Lymphocyte
DOSE/DURATION           : 1 ug/plate
REFERENCE :
   CPHPA5 Jiepou Xuebao.  Journal of Anatomy.  (China International Book
   Trading Corp., POB 2820, Beijing, Peop. Rep. China)  V.1-9, 1953-66; V.10-
   1979-  Volume(issue)/page/year: 12,293,1981

TY

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE                    : 17 mg/kg
SEX/DURATION            : male 60 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
   Reproductive - Fertility - male fertility index (e.g. # males impregnating
   females per # males exposed to fertile nonpregnant females)
REFERENCE :
   CMJODS Chinese Medical Journal (Beijing, English Edition).  (China
   International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 
     1975-    Adopted vol. no. 92 in 1979.  Volume(issue)/page/year: 4,417,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Primate - monkey
DOSE                    : 4500 mg/kg
SEX/DURATION            : male 90 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   ARANDR Archives of Andrology.  (Elsevier Science Pub. Co., Inc., 52
   Vanderbilt Ave., New York, NY 10017)  V.1-    1978- Volume(issue)/page/year:
   13,199,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1050 mg/kg
SEX/DURATION            : male 35 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
   Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
   NFGZAD Nippon Funin Gakkai Zasshi.  Japanese Journal of Fertility and
   Sterility.  (Nippon Funin Gakkai, 1-1 Sadohara-cho, Ichigaya, Shinjuku-ku,
   Toyko 162, Japan)  V.1-    19

TYPE

其他信息

Gossypol is a male antifertility agent with antispermatogenic activity and has been shown to contain anitumor, anitviral, and antioxidant properties. Gossypol is a reversible inhibitor of PP2B (protein phosphatase 2B), mitotic kinesin Eg5, and PKC (protein kinase C). Gossypol also potentially inhibits PAF-R, Bcl-2, 5-LO (5-lipoxygenase), 12-LO, and leukotriene-induced guinea pig parenchyma contractions. Gossypol is an inhibitor of Bcl-xl, PKD and p107.