BERBERINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H18NO4
Molecular Weight	336.3612
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure of BERBERINE

Structure Search

SMILES

COC1=C(OC)C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(OCO5)C=C4CC3

InChI

InChIKey=YBHILYKTIRIUTE-UHFFFAOYSA-N

InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1

HIDE SMILES / InChI

Molecular Formula	C20H18NO4
Molecular Weight	336.3612
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:05:25 UTC 2023` Edited by `admin` on `Fri Dec 15 15:05:25 UTC 2023`
Record UNII	0I8Y3P32UF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BERBERINE

Common Name

English

5,6-DIHYDRO-9,10-DIMETHOXY-1,3-BENZODIOXOLO(5,6-A)BENZO(G)QUINOLIZINIUM

Systematic Name

English

UMBELLATINE

Common Name

English

BENZO(G)-1,3-BENZODIOXOLO(5,6-A)QUINOLIZINIUM, 5,6-DIHYDRO-9,10-DIMETHOXY-

Systematic Name

English

BERBERICINE

Common Name

English

THALSINE

Common Name

English

Berberine [WHO-DD]

Common Name

English

BERBERONE

Common Name

English

BERBERINE [MI]

Common Name

English

BERBERINE [MART.]

Common Name

English

BERBERINE [VANDF]

Common Name

English

MAJARINE

Common Name

English

BERBERINE (CONSTITUENT OF GOLDENSEAL) [DSC]

Common Name

English

UMBELLATIN

Common Name

English

5,6-DIHYDRO-9,10-DIMETHOXYBENZO(G)-1,3-BENZODIOXOLO(5,6-A)QUINOLIZINIUM

Systematic Name

English

9,10-DIMETHOXY-5,6-DIHYDRO(1,3)DIOXOLO(4,5-G)ISOQUINO(3,2-A)ISOQUINOLIN-7-IUM

Systematic Name

English

BERBERIN

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C221

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

DSLD

1060 (Number of products:199)

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

Code System Code Type Description

NCI_THESAURUS

C83551

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

MERCK INDEX

m2426

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

Merck Index

DRUG BANK

DB04115

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

NCI_THESAURUS

C1505

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

CONCEPT

Dietary Supplement

WIKIPEDIA

BERBERINE

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

SMS_ID

100000077167

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

EPA CompTox

DTXSID9043857

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

FDA UNII

0I8Y3P32UF

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

PUBCHEM

2353

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

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ALANWOOD

berberine

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

EVMPD

SUB13044MIG

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

CAS

2086-83-1

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

MESH

D001599

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

RXCUI

1437

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

RxNorm

CHEBI

16118

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

ECHA (EC/EINECS)

218-229-1

Created by admin on Fri Dec 15 15:05:25 UTC 2023 , Edited by admin on Fri Dec 15 15:05:25 UTC 2023

PRIMARY

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SANGUINARIA CANADENSIS ROOT

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BERBERINE CHLORIDE DIHYDRATE

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					FST3E667FF

BERBERINE SULFATE ANHYDROUS

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					SRZ13838DI

BERBERIS ARISTATA STEM

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					T3MQ0UO932

BERBERINE SULFATE TRIHYDRATE

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					O9HP59XU7F

CHELIDONIUM MAJUS FLOWERING TOP

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					69A4M9800W

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					ZW3Z11D0JV

PARENT -> CONSTITUENT ALWAYS PRESENT


					VM8KQ3W8GM

Berberine Ursodeoxycholate

SALT/SOLVATE -> PARENT

Amount:


					UOT4O1BYV8

BERBERINE CHLORIDE

SALT/SOLVATE -> PARENT

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					VG8PXK6SVI

3,10-DEMETHYLPALMATINE-10-O-SULFATE

METABOLITE -> PARENT

Qualification:

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					M06BFD3MK4

DEMETHYLENEBERBERINE-2-O-SULFATE

METABOLITE -> PARENT

Qualification:

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					SK9MBM5DJ5

JATRORRHIZINE O-GLUCURONIDE

METABOLITE -> PARENT

Qualification:

URINE


					O2TM3I3UOB

BERBERRUBINE-9-O-.BETA.-D-GLUCURONIDE

METABOLITE -> PARENT

Qualification:

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					AB869JA7NV

JATRORRHIZINE 3-O-SULFATE

METABOLITE -> PARENT

Qualification:

URINE


					H37Z9DX3IU

THALIFENDINE 10-O-.BETA.-D-GLUCURONIDE

METABOLITE -> PARENT

Qualification:

URINE

Related Record Type Details


					0I8Y3P32UF

BERBERINE

ACTIVE MOIETY