5-Methoxysterigmatocystin

Details

• Internal ID: d6bb9802-af64-4439-b2ba-bbf22722f0f8
• Taxonomy: Phenylpropanoids and polyketides > Sterigmatocystins
• 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 (Canonical): COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C4C(=C3O2)C5C=COC5O4)OC
• SMILES (Isomeric): COC1=C2C(=C(C=C1)O)C(=O)C3=C(C=C4C(=C3O2)[C@@H]5C=CO[C@@H]5O4)OC
• 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
• InChI Key: VVRUNWFPOWIBDY-WPCRTTGESA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₇
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.07395278 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.30

Synonyms

• 5-Methoxysterigmatocysin
• 22897-08-1
• 5-MS
• Sterigmatocystin, 5(or 7)-methoxy-
• 5 or 7 Methoxysterigmatocystin
• Sterigmatocystin 5(7)-methoxy-
• QW57FXA2G2
• NSC178249
• NSC-178249
• (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
• 7H-Furo[3',2':4,5]furo[2,3-c]xanthen-7-one, 3a,12c-dihydro-8-hydroxy-6,11-dimethoxy-, (3aR-cis)-
• STERIGMATOCYSTIN, 5 OR 7 METHOXY-
• CCRIS 3225
• 7H-Furo(3',2':4,5)furo(2,3-c)xanthen-7-one, 3a,12c-dihydro-8-hydroxy-6,11-dimethoxy-, (3aR-cis)-
• Methoxysterigmatocystin
• NSC 178249
• BRN 1442627
• 6-methoxy-sterigmatocystin
• UNII-QW57FXA2G2
• NCIMech_000434
• 5-19-10-00636 (Beilstein Handbook Reference)
• CHEMBL1973034
• CHEBI:191267
• VVRUNWFPOWIBDY-WPCRTTGESA-N
• DTXSID101018081
• CCG-35900
• 7H-Furo(3',2':4,5)furo(2,3-c)xanthen-7-one, 3a,12c-dihydro-6,11-dimethoxy-8-hydroxy-, (3aR-cis)-
• NCI60_001501
• PD011384
• J-014890
• (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)FURO(2,3-C)XANTHEN-7-ONE, 3A,12C-DIHYDRO-8-HYDROXY-6,11-DIMETHOXY-, (3AR,12CS)-
• 7H-Furo[3',5]furo[2,3-c]xanthen-7-one, 3a,12c-dihydro-8-hydroxy-6,11-dimethoxy-, (3aR-cis)-
• 8-Hydroxy-6,11-dimethoxy-3a,12c-dihydro-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one-, (3aR-cis)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL3194	P02766	Transthyretin	88.14%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.52%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.13%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.03%	92.94%
CHEMBL2535	P11166	Glucose transporter	81.08%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.45%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5351257
• LOTUS: LTS0078102
• wikiData: Q105297831