(6R)-2,3,8,10-tetrahydroxy-4-(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

Details

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Internal ID fdcbe4a1-ff65-46da-9a12-f435bd40f0cf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
IUPAC Name (6R)-2,3,8,10-tetrahydroxy-4-(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
SMILES (Canonical) CC(=CCC1=C2C(=CC(=C1O)O)C3=C(C(O2)C=C(C)C)C(=O)C4=C(C=C(C=C4O3)O)O)C
SMILES (Isomeric) CC(=CCC1=C2C(=CC(=C1O)O)C3=C([C@H](O2)C=C(C)C)C(=O)C4=C(C=C(C=C4O3)O)O)C
InChI InChI=1S/C25H24O7/c1-11(2)5-6-14-22(29)17(28)10-15-24(14)31-18(7-12(3)4)21-23(30)20-16(27)8-13(26)9-19(20)32-25(15)21/h5,7-10,18,26-29H,6H2,1-4H3/t18-/m1/s1
InChI Key HQHRLWSKIQYUES-GOSISDBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O7
Molecular Weight 436.50 g/mol
Exact Mass 436.15220310 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-2,3,8,10-tetrahydroxy-4-(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9355 93.55%
Caco-2 + 0.5348 53.48%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5297 52.97%
OATP2B1 inhibitior - 0.5622 56.22%
OATP1B1 inhibitior + 0.7682 76.82%
OATP1B3 inhibitior + 0.9778 97.78%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7418 74.18%
P-glycoprotein inhibitior + 0.6161 61.61%
P-glycoprotein substrate + 0.5060 50.60%
CYP3A4 substrate + 0.6215 62.15%
CYP2C9 substrate - 0.6117 61.17%
CYP2D6 substrate - 0.8228 82.28%
CYP3A4 inhibition - 0.8200 82.00%
CYP2C9 inhibition + 0.7865 78.65%
CYP2C19 inhibition + 0.7097 70.97%
CYP2D6 inhibition - 0.6066 60.66%
CYP1A2 inhibition + 0.6322 63.22%
CYP2C8 inhibition + 0.6707 67.07%
CYP inhibitory promiscuity + 0.7150 71.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6885 68.85%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.6228 62.28%
Skin irritation - 0.6989 69.89%
Skin corrosion - 0.9168 91.68%
Ames mutagenesis + 0.5846 58.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4114 41.14%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.7322 73.22%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7438 74.38%
Acute Oral Toxicity (c) III 0.5553 55.53%
Estrogen receptor binding + 0.9081 90.81%
Androgen receptor binding + 0.8339 83.39%
Thyroid receptor binding + 0.5581 55.81%
Glucocorticoid receptor binding + 0.8871 88.71%
Aromatase binding + 0.5940 59.40%
PPAR gamma + 0.8863 88.63%
Honey bee toxicity - 0.7266 72.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9904 99.04%

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 99.35% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.22% 91.49%
CHEMBL1929 P47989 Xanthine dehydrogenase 95.67% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.95% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 93.22% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.74% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 90.96% 98.11%
CHEMBL3194 P02766 Transthyretin 90.71% 90.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 90.27% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.36% 95.56%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.12% 95.64%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.87% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.64% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.04% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.85% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.22% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.45% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.88% 94.42%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.76% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.53% 100.00%

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.
Artocarpus odoratissimus

Cross-Links

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PubChem 162869042
LOTUS LTS0009693
wikiData Q105032245