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Tetrandrine

HCID 73078
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
23495-89-8
Standard SMILES
COc1ccc2cc1Oc1ccc(cc1)C[C@H]1c3cc(c(OC)cc3CCN1C)Oc1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3
InChIKey
WVTKBKWTSCPRNU-KYJUHHDHSA-N
Molecular formula
C38H42N2O6
Average molar mass
622.7 g/mol
Monoisotopic mass
622.30428706

Overview

(+)-Tetrandrine is a bisbenzylisoquinoline alkaloid and a member of isoquinolines.

Names & identifiers

Preferred name
Tetrandrine
IUPAC
(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
English name
Tetrandrine, (DL)
Molecular formula
C38H42N2O6
Molecular weight
622.75

Names & synonyms

tetrandrine518-34-3D-Tetrandrine(+)-TetrandrineTetrandrinFanchinineSinomenine A(S,S)-TetrandrinehanjisongNSC-77037NSC7703729EX23D5AJ
Show more names
Nsc 91771(+-)-TetrandineTetrandrine, (DL)Berbaman, 6,6',7,12-trtramethoxy-2,2'-dimethyl-, (1beta)-(pm)- (9ci)rel-(11S,31S)-16,36,37,54-Tetramethoxy-12,32-dimethyl-11,12,13,14,31,32,33,34-octahydro-2,6-dioxa-1(7,1),3(8,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline, 3,4,4a,5,16a,17,18,19-octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-, (4aR,16aR)-rel- (9CI)
TETRANDRINE, D-TETRANDRINE, (+)-(1beta)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo(22.6.2.23,6.18,12.114,18.027,31.022,33)hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaeneRefChem:932847tetrandrine, (1'beta)-tetrandrine dihydrochloride, (1beta)-

Properties

Computed structural properties

XLogP
6.4
Topological polar surface area
61.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
8
Rotatable bonds
4
Heavy atoms
46
Formal charge
0
Complexity
979

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
Collision Cross Section · 2 items

245.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

244.63 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
257 · 257-258 °C
Boiling point
710.5 · 710.5±60.0 °C(Predicted)
Density
1.172 · 1.172±0.06 g/cm3(Predicted)
pka
7.7 · 7.70±0.20(Predicted)
FDA UNII
4 W77H3SD · VS4W77H3SD

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H300 (66.7%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P301+P317, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 2 (66.7%)

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 5 items

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山西玉宁生物科技有限公司13623677056 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
23495-89-8、518-34-3
PubChem CID
73078
DTXSID
DTXSID10178062
ChEMBL
CHEMBL176045
ChEBI
CHEBI:49
UNII
29EX23D5AJ、VS4W77H3SD
EC Number
683-095-7
Nikkaji
J130.138A
Shaanxi Huike Botanical Development Co., Ltd+86-29-62663046 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
南京丙承生物科技有限公司18805194892 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
天津万象恒远科技有限公司15722085254 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
成都普菲德生物技术有限公司028-82610909 13388174823 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
深圳虹彩祥根生物科技有限公司+86-0755-89668383 · [email protected]
南京春秋生物工程有限公司17388075642 13815430202 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
成都健腾生物技术有限公司86-28-85159085 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
深圳菲斯生物科技有限公司0755-83725681-603
西安康培基生物科技有限公司86-029-85456576 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
Wuhan NCE Biomedical Co.,Ltd.4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
成都瑞芬思德丹生物科技有限公司2355253622; 18981954830 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海笛柏生物科技有限公司400-008-9730,021-54359730 400-008-9730 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海卓因生物科技有限公司021-61317773 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
南京多隆生物科技有限公司18905173768 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]

Additional notes

DefinitionChEBI: (+)-Tetrandrine is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.