lupeol

CHEBI:6570 EXACT SEEDED

A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3β position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables.

Structure

Standard InChIKey	MQYXUWHLBZFQQO-QGTGJCAVSA-N
SMILES	CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C
Stereochemistry	fully defined
Cross-references	pubchem:259846

Filing pathway

Terpenoids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is terpene, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

Taxon	Basis	Cluster	Evidence
Lotus japonicus NCBITaxon:34305	SOURCE_ASSERTION	mibig:BGC0001317	DOI:10.1016/j.phrs.2020.105373

Occurrences 25

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

Taxon	Source	Reference
Ficus auriculata NCBITaxon:100541	LOTUS	DOI:10.1055/S-0031-1282668
Ficus septica NCBITaxon:100573	LOTUS	DOI:10.1002/JCCS.200200019
Diospyros morrisiana NCBITaxon:1008904	LOTUS	DOI:10.1016/S0031-9422(97)01020-0
Euonymus carnosus NCBITaxon:1008908	LOTUS	DOI:10.1021/NP400851K
Diospyros eriantha NCBITaxon:1009467	LOTUS	DOI:10.1002/JCCS.199400028
Diospyros eriantha NCBITaxon:1009467	LOTUS	DOI:10.1002/RECL.19470660309
Diospyros eriantha NCBITaxon:1009467	LOTUS	DOI:10.1016/S0031-9422(97)01020-0
Zanthoxylum myriacanthum NCBITaxon:1009510	LOTUS	DOI:10.1016/J.BSE.2014.02.028
Eupatorium altissimum NCBITaxon:102769	LOTUS	DOI:10.1016/S0031-9422(00)81232-7
Eupatorium perfoliatum NCBITaxon:102777	LOTUS	DOI:10.1016/0378-8741(84)90002-3
Euphorbia larica NCBITaxon:1031526	LOTUS	DOI:10.1016/J.PHYTOCHEM.2006.06.030
Euphorbia larica NCBITaxon:1031526	LOTUS	DOI:10.1351/PAC198153061101
Mortonia diffusa NCBITaxon:1034029	LOTUS	DOI:10.1021/NP50058A027
Quercus salicina NCBITaxon:103488	LOTUS	DOI:10.1248/YAKUSHI1947.96.10_1202
Euphorbia fischeriana NCBITaxon:1035560	LOTUS	DOI:10.1016/J.BMCL.2014.10.032
Debregeasia saeneb NCBITaxon:1037061	LOTUS	DOI:10.1016/S0367-326X(00)00338-5
Austroeupatorium inulifolium NCBITaxon:103744	LOTUS	DOI:10.1002/HLCA.201000207
Dimetia scandens NCBITaxon:1045991	LOTUS	DOI:10.1016/0305-1978(96)00018-X
Euphorbia chamaesyce NCBITaxon:1046441	LOTUS	DOI:10.1016/S0031-9422(00)97025-0
Euphorbia granulata NCBITaxon:1046465	LOTUS	DOI:10.4268/CJCMM20141227
Metalasia capitata NCBITaxon:1048568	LOTUS	DOI:10.1016/0031-9422(90)83033-W
Metalasia lichtensteinii NCBITaxon:1048571	LOTUS	DOI:10.1016/0031-9422(90)83033-W
Mikania laevigata NCBITaxon:1049779	LOTUS	DOI:10.1016/J.TETLET.2010.10.102
Bruguiera cylindrica NCBITaxon:106616	LOTUS	DOI:10.1071/CH05010
Bruguiera parviflora NCBITaxon:106618	LOTUS	DOI:10.1002/CHIN.200533207

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001317	Lotus japonicus NCBITaxon:34305	CLUSTER_UNSTATED	genbank:MIBIG.BGC0001317.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Bioactivities 2

Assay	Result	Reference
Metabolic Measurements from US Patent US11660306: "Treatment of Rett syndrome"	KI 1.5 uM	pubchem.aid:1919462
Metabolic Measurements from US Patent US11660306: "Treatment of Rett syndrome"	KI 2.5 uM	pubchem.aid:1919462

Provenance

Source concept	Source	Version
BGC0001317	MIBIG	3
CHEBI:6570	CHEBI	3-star

This page is generated from data/natural_products/terpenoids/lupeol.yaml, which is generated from the committed inventories. Neither is edited by hand.