Fisetinidol-4alpha-ol

Details

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Internal ID 16168bab-8356-4271-a9aa-3d76e7b9b807
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
IUPAC Name (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol
SMILES (Canonical) C1=CC(=C(C=C1C2C(C(C3=C(O2)C=C(C=C3)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1[C@@H]2[C@H]([C@@H](C3=C(O2)C=C(C=C3)O)O)O)O)O
InChI InChI=1S/C15H14O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,13-20H/t13-,14+,15-/m1/s1
InChI Key OFZBQQUVMQGHDJ-QLFBSQMISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H14O6
Molecular Weight 290.27 g/mol
Exact Mass 290.07903816 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.33
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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967-27-1
Fisetinidol-4alpha-ol
Mollisacacidin
(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7-triol
Leuco-fisetinidin
(2R-(2alpha,3beta,4alpha))-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,7-triol
2H-1-Benzopyran-3,4,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-(2alpha,3beta,4alpha))-
Oprea1_313830
SCHEMBL9161330
DTXSID50914385
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Fisetinidol-4alpha-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9373 93.73%
Caco-2 - 0.9281 92.81%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6922 69.22%
OATP2B1 inhibitior - 0.5756 57.56%
OATP1B1 inhibitior + 0.9440 94.40%
OATP1B3 inhibitior + 0.9930 99.30%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9017 90.17%
P-glycoprotein inhibitior - 0.9146 91.46%
P-glycoprotein substrate - 0.9338 93.38%
CYP3A4 substrate - 0.5389 53.89%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate + 0.3999 39.99%
CYP3A4 inhibition - 0.8362 83.62%
CYP2C9 inhibition + 0.8918 89.18%
CYP2C19 inhibition - 0.5999 59.99%
CYP2D6 inhibition - 0.9008 90.08%
CYP1A2 inhibition + 0.8639 86.39%
CYP2C8 inhibition + 0.5687 56.87%
CYP inhibitory promiscuity + 0.5761 57.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5357 53.57%
Eye corrosion - 0.9871 98.71%
Eye irritation + 0.9610 96.10%
Skin irritation + 0.5803 58.03%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6627 66.27%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7870 78.70%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7801 78.01%
Acute Oral Toxicity (c) II 0.6941 69.41%
Estrogen receptor binding - 0.5961 59.61%
Androgen receptor binding - 0.5488 54.88%
Thyroid receptor binding + 0.7880 78.80%
Glucocorticoid receptor binding + 0.6460 64.60%
Aromatase binding + 0.7063 70.63%
PPAR gamma + 0.7114 71.14%
Honey bee toxicity - 0.8191 81.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9072 90.72%

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 98.17% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.19% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.72% 96.09%
CHEMBL3194 P02766 Transthyretin 86.73% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 86.70% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.21% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.03% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.03% 95.56%
CHEMBL2535 P11166 Glucose transporter 84.68% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 83.89% 94.73%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 81.02% 96.42%
CHEMBL2581 P07339 Cathepsin D 80.28% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.12% 85.14%

Cross-Links

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PubChem 164762
NPASS NPC158587
LOTUS LTS0190201
wikiData Q6534062