NIMBIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H36O9
Molecular Weight	540.6014
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@H](C3=COC=C3)C(C)=C1[C@@]4(C)[C@H](CC(=O)OC)[C@@]5(C)C(=O)C=C[C@@](C)(C(=O)OC)[C@]5([H])[C@@H](OC(C)=O)[C@@]4([H])O2

InChI

InChIKey=NHOIBRJOQAYBJT-IMGVWCFESA-N

InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C30H36O9
Molecular Weight	540.6014
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26645034 | https://www.ncbi.nlm.nih.gov/pubmed/27353586 | https://www.ncbi.nlm.nih.gov/pubmed/18282003

Nimbin is the active compound from the neem leaf extract which is now being tested in silico as a potential remedy against tuberculosis and dengue virus. Recent studies have shown that the drug interacts with NS2B-NS3 protease from dengue virus and fatty acid synthase of Mycobacterium tuberculosis. Nimbin can also be used as a pesticide.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dengue virus type 2 NS3 protein 1 Target ID: CHEMBL5980 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27353586	Interacts 323
Fatty acid synthase 5 Target ID: CHEMBL2011 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18282003	Interacts 323

Conditions

Condition	Modality	Targets	Highest Phase	Product
Dengue virus infection 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27353586	Primary		Basic research	Unknown Approved Use Unknown
Tuberculosis 83 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18282003	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Absolute stereochemistry of nimbin. "Complex" optical rotary dispersion of pyronimbic acid.	1966 Aug	5917458

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

NlE-115, 143B. TK- and Sf9 cells were exposed for 24 hr to serial dilutions of Nimbin up to 200 uM to test the drug cytotoxicity.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:20:13 UTC 2023` Edited by `admin` on `Sat Dec 16 08:20:13 UTC 2023`
Record UNII	N4CTG7K9IU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIMBIN

Common Name

English

2H-CYCLOPENTA(B)NAPHTHO(2,3-D)FURAN-10-ACETIC ACID, 5-(ACETYLOXY)-2-(3-FURANYL)-3,3A,4A,5,5A,6,9,9A,10,10A-DECAHYDRO-6-(METHOXYCARBONYL)-1,6,9A,10A-TETRAMETHYL-9-OXO-, METHYL ESTER, (2R,3AR,4AS,5R,5AR,6R,9AR,10S,10AR)-

Systematic Name

English

NIMBIN [MI]

Common Name

English

Code System Code Type Description

CAS

5945-86-8