michellamine B

CHEBI:66386 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A dimeric isoquinoline alkaloid isolated from Ancistrocladus abbreviatus and has been shown to exhibit anti-HIV activity. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:24921 CHEBI:24921
CHEBI:24922 CHEBI:24922
CHEBI:25392 CHEBI:25392
CHEBI:26195 CHEBI:26195
CHEBI:35618 CHEBI:35618
CHEBI:36820 CHEBI:36820
CHEBI:48851 CHEBI:48851

Chemical structure

Computed structure properties
Molecular formula	C46H48N2O8
Charge	0
Average mass	756.896 Da
Monoisotopic mass	756.34107 Da
Source	ChEBI
InChIKey	GMLBVLXDRNJFGR-ZJZGAYNASA-N

SMILES

COc1cc(C)cc2c(-c3c(O)cc(O)c4c3C[C@H](C)N[C@H]4C)cc(-c3cc(-c4c(O)cc(O)c5c4C[C@H](C)N[C@H]5C)c4cc(C)cc(OC)c4c3O)c(O)c12

InChI

InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m0/s1

Also called

6,8-Isoquinolinediol, 5,5'-(1,1'-dihydroxy-8,8'-dimethoxy-6,6'-dimethyl(2,2'-binaphthalene)-4,4'-diyl)bis(1,2,3,4-tetrahydro-1,3-dimethyl)-, (1R,1'R,3R,3'R,5R,5'S)- (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:137893-48-2
reaxys:4902985

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:64947 CHEBI:64947
CHEBI:64949 CHEBI:64949

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:66386`	michellamine B	`antibioticmech:chebi-1a9d1981c3`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.