integric acid

CHEBI:66081 ·resolve ·ANTIVIRAL ·EXACT REVIEWED

An eremophilane sesquiterpenoid with anti-HIV-1 activity. It is isolated from Xylaria sp. MF6254. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:33308
Label unavailable CHEBI:35951
Label unavailable CHEBI:36753
Label unavailable CHEBI:3992
Label unavailable CHEBI:51688
Label unavailable CHEBI:51689

Chemical structure

Computed structure properties
Molecular formula	C25H34O6
Charge	0
Average mass	430.541 Da
Monoisotopic mass	430.23554 Da
Source	ChEBI
InChIKey	UIXJDFDDMXCJCT-DVRXSGNOSA-N

SMILES

C=C(C=O)[C@@H]1C[C@@]2(C)C(=CC1=O)[C@H](OC(=O)/C(C)=C/[C@@H](C)CCCC)CC[C@@H]2C(=O)O

InChI

InChI=1S/C25H34O6/c1-6-7-8-15(2)11-16(3)24(30)31-22-10-9-19(23(28)29)25(5)13-18(17(4)14-26)21(27)12-20(22)25/h11-12,14-15,18-19,22H,4,6-10,13H2,1-3,5H3,(H,28,29)/b16-11+/t15-,18-,19+,22+,25+/m0/s1

Also called

(1S,4R,7S,8aR)-4-{[(2E,4S)-2,4-dimethyloct-2-enoyl]oxy}-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalene-1-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

reaxys:19897595

Activity roles

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

HIV-1 integrase inhibitor CHEBI:67268

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:66081`	integric acid	`antibioticmech:chebi-141b1e3c60`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

HIV-1 integrase catalytic activities VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

Biochemical assays tested full-length and catalytic-core integrase, stable complexes, and pre-integration complexes; compound-bound structure or direct binding was not reported in the inspected abstracts. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 1999-03; 2000-02 (retrieved 2026-09-02).

Organism-specific examples
Protein	Gene	Organism	Entry
Gag-Pol polyprotein `UniProtKB:P04585` HIV-1 Gag-Pol precursor encoding the integrase enzyme whose 3'-end processing, strand-transfer, and disintegration activities are inhibited by integric acid (PMID:10335400; PMID:10698443; HXB2 reference isolate context).	gag-pol	Human immunodeficiency virus type 1 group M subtype B (isolate HXB2) `NCBITaxon:11706`	REVIEWED

PMID:10335400 (Primary discovery and multi-assay integrase-inhibition study.)
PMID:10698443 (Primary integric-acid analogue and integrase structure-activity study.)

Mechanism summary

Mode of action: VIRAL_INTEGRASE_INHIBITION microbial target — CURATOR: PMID:10335400 identified integric acid in biochemical screens of HIV-1 integrase 3'-processing, strand-transfer, disintegration, stable-complex, and pre-integration-complex reactions. PMID:10698443 confirmed integrase inhibition and reported separate structure-activity requirements for strand transfer and 3'-processing.

Record-level evidence

PMID:10335400 (Primary HIV-1 integrase inhibitor discovery study.)
PMID:10698443 (Primary integric-acid structure-activity study.)

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
REVIEWED 2026-09-02 · codex · LLM-assisted
Verified exact ChEBI identity, structure, and antiviral class; curator-confirmed HIV-1 integrase inhibition and added the measured viral target with two primary biochemical studies.
CURATED_UNIPROT_PROTEIN_EXAMPLES 2026-10-18 · antigravity · LLM-assisted
Added curated HIV-1 HXB2 Gag-Pol polyprotein (P04585) UniProtKB protein example on the PRIMARY_LITERATURE HIV-1 integrase catalytic activities molecular target.

Provenance

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

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