THALICARPINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C41H48N2O8
Molecular Weight	696.8284
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC3=CC(OC4=C(C[C@@H]5N(C)CCC6=C5C=C(OC)C(OC)=C6)C=C(OC)C(OC)=C4)=C(OC)C=C3C7=C1C(CCN2C)=CC(OC)=C7OC

InChI

InChIKey=ZCTJIMXXSXQXRI-KYJUHHDHSA-N

InChI=1S/C41H48N2O8/c1-42-12-10-23-16-32(44-3)34(46-5)20-27(23)29(42)15-26-19-33(45-4)36(48-7)22-31(26)51-37-18-25-14-30-39-24(11-13-43(30)2)17-38(49-8)41(50-9)40(39)28(25)21-35(37)47-6/h16-22,29-30H,10-15H2,1-9H3/t29-,30-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C41H48N2O8
Molecular Weight	696.8284
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
P-glycoprotein 1 54 Target ID: CHEMBL4302 Sources: Weber, G.F. (2015) Molecular Therapies of Cancer, page 124, retrieved from: https://books.google.ru/books?id=dhs_CgAAQBAJ	Inhibitor 8297
DNA 278 Target ID: CHEMBL2311221 Sources: https://adisinsight.springer.com/drugs/800006857 \| Weber, G.F. (2015) Molecular Therapies of Cancer, page 124, retrieved from: https://books.google.ru/books?id=dhs_CgAAQBAJ	Inhibitor 8297
mitotic G1 phase 1 Target ID: GO:0000080 Sources: Weber, G.F. (2015) Molecular Therapies of Cancer, page 124, retrieved from: https://books.google.ru/books?id=dhs_CgAAQBAJ	Blocker 537
mitotic G2 phase 1 Target ID: GO:0000085 Sources: Weber, G.F. (2015) Molecular Therapies of Cancer, page 124, retrieved from: https://books.google.ru/books?id=dhs_CgAAQBAJ	Blocker 537

PubMed

Title	Date	PubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.	1991 Jan-Feb	1710653
The in vitro metabolism of thalicarpine, an aporphine-benzyltetrahydroisoquinoline alkaloid, in the rat. API-MS/MS identification of thalicarpine and metabolites.	2002 Aug 22	12151074
Membrane effects of the antitumor drugs doxorubicin and thaliblastine: comparison to multidrug resistance modulators verapamil and trans-flupentixol.	2004 Feb	14757496
Cytotoxic and antitumor potentialities of aporphinoid alkaloids.	2005 Mar	15777224
Effect of isoquinoline alkaloids of different structural types on antiplatelet aggregation in vitro.	2006 Oct	16981134

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:09:06 GMT 2023` Edited by `admin` on `Fri Dec 15 15:09:06 GMT 2023`
Record UNII	8X1D791RF6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THALICARPINE

Common Name

English

THALICARPINE [MI]

Common Name

English

NSC-68075

Code

English

(6AS)-9-(4,5-DIMETHOXY-2-(((1S)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)PHENOXY)-5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C932