(+)-Τ-muurolol

CHEBI:63704 EXACT SEEDED

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

A cadinane sesquiterpenoid that consists of 4-isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene having a hydroxy substituent at position 1 and (1R,4R,4aS,8aR)-configuration.

Structure

Standard InChIKey	LHYHMMRYTDARSZ-KBUPBQIOSA-N
SMILES	CC1=C[C@@H]2[C@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
Stereochemistry	fully defined
Cross-references	pubchem:51394521

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
Streptomyces clavuligerus ATCC 27064 NCBITaxon:1901	SOURCE_ASSERTION	mibig:BGC0000675	PMID:21276937

Occurrences 4

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
Scapania undulata NCBITaxon:215256	LOTUS	DOI:10.1016/S0031-9422(00)00220-X
Scapania undulata NCBITaxon:215256	LOTUS	DOI:10.1016/S0031-9422(00)90406-0
Scapania undulata NCBITaxon:215256	LOTUS	DOI:10.1080/10412905.1996.9700572
Streptomyces clavuligerus NCBITaxon:1901	LOTUS	DOI:10.1016/J.CHEMBIOL.2010.11.008

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000675	Streptomyces clavuligerus ATCC 27064 NCBITaxon:1901	CLUSTER_UNSTATED	genbank:DS570654.1

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.

Biosynthesis curated

Written by a curator with claim-level evidence on each step; not derived from a source. This is what the rest of the record exists to support.

Step	Enzyme	Reaction	Substrate → product	Evidence
1	(+)-T-muurolol synthase Rcas_0622 (reference accession) UniProtKB:A7NH01		ungrounded → CHEBI:63704	DOI:10.3762/bjoc.12.173

Step 1: FPP is the assayed substrate; no charge-specific substrate CURIE is assigned. This is an in-vitro step, not a demonstrated native pathway. The corresponding graph documents product stereochemical mapping. Full construct/tag sequence was not verified; canonical identity does not establish construct equivalence.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 3 nodes, 2 edges

Purified recombinant Rcas_0622 from Roseiflexus castenholzii DSM 13941, expressed in E. coli BL21. The canonical accession grounds the protein reference; full construct/tag sequence is unverified. No native-production, physical-complex, or organism-specific Mg-binding claim is added. The supplementary spectra were inaccessible; the main text and Figure 1 were inspected.

Subject	Predicate	Object	Notes	Evidence
Rcas_0622 (recombinant; reference accession)	catalyzes	In-vitro FPP conversion		DOI:10.3762/bjoc.12.173 https://www.uniprot.org/uniprotkb/A7NH01 https://www.ncbi.nlm.nih.gov/protein/ABU56748.1 reference DOI:10.3762/bjoc.12.173 evidence type PRIMARY_EXPERIMENT notes Results, Figure 1 compound 2, Table 1 and Experimental: purified recombinant WP_012119179 converts FPP to (+)-T-muurolol in vitro; NMR and optical rotation establish product identity. retrieved on 2026-10-09 snippet Incubation of FPP reference https://www.uniprot.org/uniprotkb/A7NH01 evidence type DATABASE_ASSERTION notes Reviewed Rcas_0622 reference: Roseiflexus castenholzii DSM 13941 / HLO8, taxon 383372, 326 aa; entry version 77, sequence version 1. The accession denotes the native reference, not a verified full recombinant construct. retrieved on 2026-10-09 reference https://www.ncbi.nlm.nih.gov/protein/ABU56748.1 evidence type CURATOR_INFERENCE notes Sequence comparison: A7NH01 equals the paper-named WP_012119179.1, this strain-specific deposit and the independent translation of complement(CP000804.1:820924..821904). The RefSeq protein is nonredundant at species level; the deposit supplies strain context. retrieved on 2026-10-09
In-vitro FPP conversion	yields	(+)-Τ-muurolol	The main product is represented; this does not assert exclusive product specificity.	DOI:10.3762/bjoc.12.173 DOI:10.3762/bjoc.12.173 reference DOI:10.3762/bjoc.12.173 evidence type PRIMARY_EXPERIMENT notes Results, Figure 1 compound 2, Table 1 and Experimental: purified recombinant WP_012119179 converts FPP to (+)-T-muurolol in vitro; NMR and optical rotation establish product identity. retrieved on 2026-10-09 snippet the formation of the sesquiterpene alcohol 2 reference DOI:10.3762/bjoc.12.173 evidence type CURATOR_INFERENCE notes Figure 1 atom mapping: paper 10,7,6,1 correspond to definition positions 1,4,4a,8a. The reported 1R,6S,7R,10R thus agrees with owner 1R,4R,4aS,8aR. RDKit 2024.03.5 confirms connectivity, all four configurations and the unchanged InChI/InChIKey LHYHMMRYTDARSZ-KBUPBQIOSA-N. This is curator identity mapping, not independent spectrum reanalysis. retrieved on 2026-10-09

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Explore across X-Mech

AntibioticMech ((+)-Τ-muurolol) ↗ MediaIngredientMech (CHEBI:63704) ↗ TaxonMech: Streptomyces clavuligerus ATCC 27064 (NCBITaxon:1901) ↗ PathwayMech (mibig:BGC0000675) ↗

Provenance

Source concept	Source	Version
BGC0000675	MIBIG	5
CHEBI:63704	CHEBI	3-star

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