(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one

Details

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Internal ID 09591bef-64a6-4b95-8979-64d57f8c0ebe
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
IUPAC Name (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C5=C(C=C4O)OC(C(C5=O)O)C6=CC(=C(C=C6)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1[C@H]2[C@@H](C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C5=C(C=C4O)O[C@@H]([C@H](C5=O)O)C6=CC(=C(C=C6)O)O)O)O)O
InChI InChI=1S/C30H22O13/c31-12-7-17(36)21-19(8-12)42-29(10-1-3-13(32)15(34)5-10)24(25(21)38)22-18(37)9-20-23(26(22)39)27(40)28(41)30(43-20)11-2-4-14(33)16(35)6-11/h1-9,24,28-37,39,41H/t24-,28+,29+,30-/m1/s1
InChI Key BPKGZLQVBQRSMK-QVDUQQMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H22O13
Molecular Weight 590.50 g/mol
Exact Mass 590.10604075 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8150 81.50%
Caco-2 - 0.9249 92.49%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6193 61.93%
OATP2B1 inhibitior + 0.5854 58.54%
OATP1B1 inhibitior + 0.9345 93.45%
OATP1B3 inhibitior + 0.9836 98.36%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6270 62.70%
P-glycoprotein inhibitior + 0.6626 66.26%
P-glycoprotein substrate - 0.8957 89.57%
CYP3A4 substrate + 0.5584 55.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7933 79.33%
CYP3A4 inhibition + 0.5291 52.91%
CYP2C9 inhibition + 0.5136 51.36%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition + 0.7008 70.08%
CYP2C8 inhibition + 0.6562 65.62%
CYP inhibitory promiscuity - 0.7149 71.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7279 72.79%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.7955 79.55%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7020 70.20%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8223 82.23%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5368 53.68%
Acute Oral Toxicity (c) II 0.6981 69.81%
Estrogen receptor binding + 0.7158 71.58%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding + 0.5147 51.47%
Glucocorticoid receptor binding + 0.6746 67.46%
Aromatase binding - 0.7134 71.34%
PPAR gamma + 0.6454 64.54%
Honey bee toxicity - 0.8361 83.61%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9201 92.01%

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 99.25% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.17% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.23% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.23% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.44% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.18% 95.56%
CHEMBL1929 P47989 Xanthine dehydrogenase 88.59% 96.12%
CHEMBL3194 P02766 Transthyretin 84.45% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.25% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 83.96% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.95% 94.45%

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.
Garcinia buchananii

Cross-Links

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PubChem 101911495
LOTUS LTS0215027
wikiData Q104942630