Sterigmatocystins

Description:

A group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. and Bipolaris spp.

Ancestors:

Organic compounds ⮕ Phenylpropanoids and polyketides ⮕ Sterigmatocystins

5-Methoxysterigmatocystin
- ≥98%
Cas Number: 22897-08-1

Formula: C₁₉H₁₄O₇ Molecular Weight: 354.31

IUPAC Name: (3S,7R)-15-hydroxy-11,18-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one

SMILES: COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C4C(=C3O2)C5C=COC5O4)OC

InChIKey: VVRUNWFPOWIBDY-WPCRTTGESA-N

InChI: InChI=1S/C19H14O7/c1-22-10-4-3-9(20)14-16(21)15-11(23-2)7-12-13(18(15)26-17(10)14)8-5-6-24-19(8)25-12/h3-8,19-20H,1-2H3/t8-,19+/m0/s1

Synonyms: (3AR,12CS)-3A,12C-DIHYDRO-8-HYDROXY-6,11-DIMETHOXY-7H-FURO(3',2':4,5)FURO(2,3-C)XANTHEN-7-ONE | 7H-FURO(3',2':4,5)FUR...
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Sterigmatocystin
- ≥98%
Cas Number: 10048-13-2 EC Number: 200-835-2 Compound CID: 5280389

Formula: C₁₈H₁₂O₆ Molecular Weight: 324.28

IUPAC Name: (3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one

SMILES: COC1=C2C(=C3C4C=COC4OC3=C1)OC5=CC=CC(=C5C2=O)O

InChIKey: UTSVPXMQSFGQTM-DCXZOGHSSA-N

InChI: InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1

Synonyms: (3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one ...
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Sterigmatocystin--13C18
- 25μg/mL in acetonitrile
Cas Number: 10048-13-2 EC Number: 200-835-2 Compound CID: 5280389

Formula: C₁₈H₁₂O₆ Molecular Weight: 324.28

IUPAC Name: (3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one

SMILES: COC1=C2C(=C3C4C=COC4OC3=C1)OC5=CC=CC(=C5C2=O)O

InChIKey: UTSVPXMQSFGQTM-DCXZOGHSSA-N

InChI: InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1

Synonyms: (3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one ...
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