2-(4,6-dimethoxy-3,5,11-trimethyltrideca-7,9,11-trien-1-yl)-8-hydroxy-5,7-dimethoxy-3-methyl-4H-chromen-4-one

• ChemBase ID: 153665
• Molecular Formular: C30H42O7
• Molecular Mass: 514.65028
• Monoisotopic Mass: 514.29305368
• SMILES: C/C=C(\C)/C=C/C=C/C(C(C)C(C(C)CCc1c(c(=O)c2c(cc(c(c2o1)O)OC)OC)C)OC)OC
• Canonical SMILES: C/C=C(/C=C/C=C/C(C(C(C(CCc1oc2c(O)c(OC)cc(c2c(=O)c1C)OC)C)OC)C)OC)\C
• InChI: InChI=1S/C30H42O7/c1-10-18(2)13-11-12-14-22(33-6)21(5)29(36-9)19(3)15-16-23-20(4)27(31)26-24(34-7)17-25(35-8)28(32)30(26)37-23/h10-14,17,19,21-22,29,32H,15-16H2,1-9H3
• InChIKey: UZHDGDDPOPDJGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4,6-dimethoxy-3,5,11-trimethyltrideca-7,9,11-trien-1-yl)-8-hydroxy-5,7-dimethoxy-3-methyl-4H-chromen-4-one
• IUPAC Traditional name: 2-(4,6-dimethoxy-3,5,11-trimethyltrideca-7,9,11-trien-1-yl)-8-hydroxy-5,7-dimethoxy-3-methylchromen-4-one
• Synonyms: Stigmatellin

Database IDs

• CAS Number: 91682-96-1
• MDL Number: MFCD00077874
• Beilstein Number: 5319239
• PubChem SID: 24888469; 162247804
• PubChem CID: 5353970

CALCULATED PROPERTIES

• Acid pKa: 9.058063
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 5.6586766
• LogD (pH = 7.4): 5.6494274
• Log P: 5.658796
• Molar Refractivity: 150.6702 cm^3
• Polarizability: 56.904724 Å^3
• Polar Surface Area: 83.45 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: GB7972000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C30H42O7

DETAILS

Sigma Aldrich - 85865

Biochem/physiol Actions
Antibiotic and antifungal from Stigmatella aurantiaca.1 Inhibits electron transport. Acts at the Qo center of the bc1 complex, binds to the heme b1 domain of cytochrome b as well as to the iron-sulfur protein.2 Used in studies on hydroubiquinone-cytochrome c2 oxidoreductase. 3