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(2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol

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 1062bcfd-3bc4-489a-aa4b-6354cf984ed6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol
SMILES (Canonical) C1C(C(OC2=C(C(=C3C(C(C(OC3=C21)C4=CC(=C(C=C4)O)O)O)C5=C(C=C(C=C5)O)O)O)C6C(C(OC7=C6C=CC(=C7)O)C8=CC(=C(C=C8)O)O)O)C9=CC(=C(C=C9)O)O)O
SMILES (Isomeric) C1[C@@H]([C@H](OC2=C(C(=C3[C@@H]([C@@H]([C@H](OC3=C21)C4=CC(=C(C=C4)O)O)O)C5=C(C=C(C=C5)O)O)O)[C@H]6[C@@H]([C@H](OC7=C6C=CC(=C7)O)C8=CC(=C(C=C8)O)O)O)C9=CC(=C(C=C9)O)O)O
InChI InChI=1S/C45H38O16/c46-20-4-6-22(28(51)14-20)34-36-38(56)37(35-23-7-5-21(47)15-33(23)59-42(40(35)58)18-2-9-26(49)30(53)12-18)44-24(16-32(55)41(60-44)17-1-8-25(48)29(52)11-17)45(36)61-43(39(34)57)19-3-10-27(50)31(54)13-19/h1-15,32,34-35,39-43,46-58H,16H2/t32-,34-,35-,39-,40-,41+,42+,43+/m0/s1
InChI Key RYYWKWARYIZTRY-UWLXWOMJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H38O16
Molecular Weight 834.80 g/mol
Exact Mass 834.21598512 g/mol
Topological Polar Surface Area (TPSA) 291.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 16
H-Bond Donor 13
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8706 87.06%
Caco-2 - 0.8971 89.71%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4868 48.68%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.9042 90.42%
OATP1B3 inhibitior + 0.9667 96.67%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8932 89.32%
P-glycoprotein inhibitior + 0.7129 71.29%
P-glycoprotein substrate - 0.6438 64.38%
CYP3A4 substrate + 0.6379 63.79%
CYP2C9 substrate - 0.5994 59.94%
CYP2D6 substrate + 0.5264 52.64%
CYP3A4 inhibition - 0.6769 67.69%
CYP2C9 inhibition - 0.8573 85.73%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.8863 88.63%
CYP1A2 inhibition - 0.7834 78.34%
CYP2C8 inhibition + 0.7406 74.06%
CYP inhibitory promiscuity - 0.7430 74.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6093 60.93%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8749 87.49%
Skin irritation - 0.5712 57.12%
Skin corrosion - 0.9244 92.44%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9081 90.81%
Micronuclear + 0.7959 79.59%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7562 75.62%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8963 89.63%
Acute Oral Toxicity (c) IV 0.4528 45.28%
Estrogen receptor binding + 0.7736 77.36%
Androgen receptor binding + 0.7585 75.85%
Thyroid receptor binding + 0.5977 59.77%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5133 51.33%
PPAR gamma + 0.7357 73.57%
Honey bee toxicity - 0.7893 78.93%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.6661 66.61%

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 99.42% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.40% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 93.78% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.40% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.46% 99.15%
CHEMBL2581 P07339 Cathepsin D 90.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 89.76% 96.42%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.63% 95.56%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.34% 91.79%
CHEMBL2535 P11166 Glucose transporter 88.46% 98.75%
CHEMBL236 P41143 Delta opioid receptor 87.32% 99.35%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 86.62% 83.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.57% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.91% 94.73%
CHEMBL3194 P02766 Transthyretin 84.57% 90.71%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.20% 96.37%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.94% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.09% 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.
Guibourtia coleosperma

Cross-Links

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PubChem 14540933
LOTUS LTS0239502
wikiData Q105248282