Eribulin

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H59NO11
Molecular Weight	729.8966
Optical Activity	UNSPECIFIED
Defined Stereocenters	19 / 19
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of Eribulin

Structure Search

SMILES

[H][C@]12C[C@H]3O[C@H](C[C@@H](C)C3=C)CC[C@@H]4O[C@H](CC4=C)CC[C@@]56C[C@H]7O[C@H]8[C@@H](O5)[C@@]9([H])O[C@H](CC[C@]9([H])O[C@@]8([H])[C@H]7O6)CC(=O)C[C@@H]1[C@@H](OC)[C@@H](C[C@H](O)CN)O2

InChI

InChIKey=UFNVPOGXISZXJD-JBQZKEIOSA-N

InChI=1S/C40H59NO11/c1-19-11-24-5-7-28-20(2)12-26(45-28)9-10-40-17-33-36(51-40)37-38(50-33)39(52-40)35-29(49-37)8-6-25(47-35)13-22(42)14-27-31(16-30(46-24)21(19)3)48-32(34(27)44-4)15-23(43)18-41/h19,23-39,43H,2-3,5-18,41H2,1,4H3/t19-,23+,24+,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C40H59NO11
Molecular Weight	729.8966
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	19 / 19
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:37:57 UTC 2023` Edited by `admin` on `Fri Dec 15 16:37:57 UTC 2023`
Record UNII	LR24G6354G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Eribulin

Official Name

English

Eribulin [WHO-DD]

Common Name

English

E-7389 free base

Code

English

ERIBULIN [VANDF]

Common Name

English

ER-086526

Code

English

eribulin [INN]

Common Name

English

B-1939

Code

English

ERIBULIN [MI]

Common Name

English

(2R,3R,3aS,7R,8aS,9S,10aR,11S,12R,13aR,13bS,15S,18S,21S,24S,26R,28R,29aS)-2-[(2S)-3-Amino-2-hydroxypropyl]hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)-11,15:18,21:24,28-triepoxy-7,9-ethano-12,15-methano-9H,15H-furo[3,2-i]furo[2′,3′:5,6]pyra

Systematic Name

English

ERIBULIN [MART.]

Common Name

English

11,15:18,21:24,28-Triepoxy-7,9-ethano-12,15-methano-9H,15H-furo[3,2-i]furo[2′,3′:5,6]pyrano[4,3-b][1,4]dioxacyclopentacosin-5(4H)-one, 2-[(2S)-3-amino-2-hydroxypropyl]hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)-, (2R,3R,3aS,7R,8aS,9S,10aR,

Systematic Name

English

Classification Tree Code System Code

LIVERTOX

NBK548316

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

NDF-RT

N0000175592

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

NCI_THESAURUS

C67422

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

WHO-ATC

L01XX41

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

WHO-VATC

QL01XX41

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

EMA ASSESSMENT REPORTS

HALAVEN (AUTHORIZED: BREAST NEOLPLASMA)

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

Code System Code Type Description

WIKIPEDIA

ERIBULIN

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

PRIMARY

SMS_ID

100000115493

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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IUPHAR

6813

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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PUBCHEM

11354606

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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RXCUI

1045453

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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RxNorm

EPA CompTox

DTXSID10100932

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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FDA UNII

LR24G6354G

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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ChEMBL

CHEMBL1683590

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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INN

8854

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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CAS

253128-41-5

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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EVMPD

SUB31134

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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MESH

C490954

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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MERCK INDEX

m4993

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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Merck Index

NCI_THESAURUS

C96748

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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DRUG BANK

DB08871

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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DAILYMED

LR24G6354G

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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DRUG CENTRAL

4171

Created by admin on Fri Dec 15 16:37:57 UTC 2023 , Edited by admin on Fri Dec 15 16:37:57 UTC 2023

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Related Record Type Details


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INHIBITOR

Comments:

Eribulin inhibited CYP3A4 activity with an apparent inhibition constant (Ki) value ranging from 3 μM to 30 μM (2190 ng/mL to 21,900 ng/mL), and the inhibition was demonstrated to be reversible and competitive.

Qualification:

Ki

Amount:


					LR24G6354G

Eribulin

EXCRETED UNCHANGED

Qualification:

FECAL

Amount:


					74UG0EWZ60

TUBULIN BETA CHAIN

TARGET -> INHIBITOR

Amount:


					AV9U0660CW

Eribulin Mesylate

SALT/SOLVATE -> PARENT

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

LIGAND->BINDER

Interaction Type:

BINDING

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE

Interaction Type:

WEAK

Amount:

Related Record Type Details


					LR24G6354G

Eribulin

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Tmax	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC				AT STEADY-STATE

Biological Half-life	PHARMACOKINETIC