papulacandin D

CHEBI:72630 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A papulacandin that is papulacandin A in which the 6-O-acylgalactosyl group is replaced by a hydrogen. It is a carbohydrate-containing antibiotic from the deuteromycetous fungus Papularia sphaerosperma which shows potent antifungal activity against Candida albicans. — 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.

Label unavailable CHEBI:26979
Label unavailable CHEBI:63367
papulacandin CHEBI:72596

Chemical structure

Computed structure properties
Molecular formula	C31H42O10
Charge	0
Average mass	574.667 Da
Monoisotopic mass	574.2778 Da
Source	ChEBI
InChIKey	XKSZJTQIZHUMGA-HPZFVNCBSA-N

SMILES

CC[C@H](C)CC/C=C/C=C(\C)[C@@H](O)C/C=C/C=C/C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@]2(OCc3cc(O)cc(O)c32)[C@@H]1O

InChI

InChI=1S/C31H42O10/c1-4-19(2)11-7-5-8-12-20(3)23(34)13-9-6-10-14-26(36)40-29-28(37)25(17-32)41-31(30(29)38)27-21(18-39-31)15-22(33)16-24(27)35/h5-6,8-10,12,14-16,19,23,25,28-30,32-35,37-38H,4,7,11,13,17-18H2,1-3H3/b8-5+,9-6+,14-10+,20-12+/t19-,23-,25+,28+,29-,30+,31-/m0/s1

Also called

(1S,3'R,4'S,5'R,6'R)-3',5,5',7-tetrahydroxy-6'-(hydroxymethyl)-3',4',5',6'-tetrahydro-3H-spiro[2-benzofuran-1,2'-pyran]-4'-yl (2E,4E,7S,8E,10E,14S)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoate (EXACT_SYNONYM)— chebi
(+)-papulacandin D (EXACT_SYNONYM)— chebi
(+)-papulacandin-D (EXACT_SYNONYM)— chebi
papulacandin-D (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.

cas:61036-49-5
reaxys:7239678

Activity roles

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

antimicrobial agent CHEBI:33281
antifungal agent CHEBI:35718

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:72630`	papulacandin D	`antibioticmech:chebi-dff8995da7`	2026-08-30

Resistance mechanisms

1 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

OTHER 1

OTHER
Determinant	ARO ID	Organism	Gene families	Evidence
pbr1-associated papulacandin D resistance in Schizosaccharomyces pombe Laboratory derivatives in the 972 background, not resistance inferred from gene presence or assigned to the parent or species. Reference-only mapping: UniProtKB:O74475 (bgs4, SPCC1840.02c; NCBITaxon:284812), not a tested allele or protein assignment. Figures were not independently reanalyzed; no numeric AST or clinical category is inferred. PomBase explicitly aliases pbr1 to bgs4; the inspected UniProt synonym list omits pbr1. The budding-yeast comparison is not assigned to this fission-yeast determinant.	—	Schizosaccharomyces pombe `NCBITaxon:4896` pbr1	bgs4	PMID:7592316 (Primary Results, physiological characterization; Methods identify the tested compounds. Qualitative PDF-text review, not independent image or numeric reanalysis.) UniProtKB:O74475 (Reference locus only; UniProtKB 2026_03, entry version 158, sequence version 1.) https://www.pombase.org/gene/SPCC1840.02c (Reference-name alias and UniProt cross-reference only; official gene page inspected 2026-10-09, release date 2026-09-15.) Growth susceptibility comparisons

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
CURATED_RESISTANCE_EVIDENCE 2026-10-09 · codex · LLM-assisted
Added primary author-reported qualitative gene associations with species grounding and reference-only UniProt provenance. Kept experimental allele, strain and genome assignments unresolved; no quantitative AST added; figure review remains pending.

Provenance

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

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