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Villosol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID eab68711-12f6-4766-8dae-660b28bb50b5
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
IUPAC Name (6R)-10-hydroxy-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one
SMILES (Canonical) CC(=C)C1CC2=C(O1)C=C(C3=C2OC4=C(C3=O)C5=CC(=C(C=C5OC4)OC)OC)O
SMILES (Isomeric) CC(=C)[C@H]1CC2=C(O1)C=C(C3=C2OC4=C(C3=O)C5=CC(=C(C=C5OC4)OC)OC)O
InChI InChI=1S/C23H20O7/c1-10(2)14-6-12-16(29-14)7-13(24)21-22(25)20-11-5-17(26-3)18(27-4)8-15(11)28-9-19(20)30-23(12)21/h5,7-8,14,24H,1,6,9H2,2-4H3/t14-/m1/s1
InChI Key STFNGWNFASVBRR-CQSZACIVSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20O7
Molecular Weight 408.40 g/mol
Exact Mass 408.12090297 g/mol
Topological Polar Surface Area (TPSA) 83.40 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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60077-62-5
DTXSID90208816
AKOS040760850
AC-34028
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(12H)-one, 1,2,-dihydro-5-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-, (R)-
(6R)-10-Hydroxy-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one

2D Structure

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2D Structure of Villosol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 + 0.5541 55.41%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7261 72.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9069 90.69%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.5575 55.75%
P-glycoprotein inhibitior + 0.7365 73.65%
P-glycoprotein substrate - 0.5816 58.16%
CYP3A4 substrate + 0.6227 62.27%
CYP2C9 substrate - 0.5929 59.29%
CYP2D6 substrate - 0.8145 81.45%
CYP3A4 inhibition + 0.7089 70.89%
CYP2C9 inhibition - 0.7766 77.66%
CYP2C19 inhibition + 0.8322 83.22%
CYP2D6 inhibition - 0.9167 91.67%
CYP1A2 inhibition + 0.8116 81.16%
CYP2C8 inhibition - 0.6246 62.46%
CYP inhibitory promiscuity + 0.6453 64.53%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7189 71.89%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.6228 62.28%
Skin irritation - 0.7610 76.10%
Skin corrosion - 0.9605 96.05%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6329 63.29%
Micronuclear + 0.5859 58.59%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.6233 62.33%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity + 0.4593 45.93%
Acute Oral Toxicity (c) II 0.6781 67.81%
Estrogen receptor binding + 0.8230 82.30%
Androgen receptor binding + 0.5779 57.79%
Thyroid receptor binding + 0.6741 67.41%
Glucocorticoid receptor binding + 0.7581 75.81%
Aromatase binding + 0.6677 66.77%
PPAR gamma + 0.8452 84.52%
Honey bee toxicity - 0.5791 57.91%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9765 97.65%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.95% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.84% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.62% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.62% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.51% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.99% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.71% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.60% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.98% 94.00%
CHEMBL217 P14416 Dopamine D2 receptor 87.34% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.10% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 86.45% 98.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.20% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.79% 86.33%
CHEMBL2535 P11166 Glucose transporter 85.25% 98.75%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 84.60% 96.86%
CHEMBL340 P08684 Cytochrome P450 3A4 83.67% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.48% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.39% 96.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.87% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.91% 96.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.91% 94.80%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Millettia brandisiana
Patrinia scabra
Tephrosia sinapou

Cross-Links

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PubChem 5490819
LOTUS LTS0269241
wikiData Q83082973