(2R,3S,10R)-2,10-bis(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one

Details

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Internal ID 84f11257-e043-4830-a703-4ea5aba6cafc
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name (2R,3S,10R)-2,10-bis(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC3=C(C4=C(C=C3O)OC(=O)CC4C5=CC(=C(C=C5)O)O)OC2C6=CC(=C(C=C6)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC3=C(C4=C(C=C3O)OC(=O)C[C@@H]4C5=CC(=C(C=C5)O)O)O[C@@H]2C6=CC(=C(C=C6)O)O)O)O)O
InChI InChI=1S/C30H30O13/c1-11-25(37)26(38)27(39)30(40-11)42-22-8-15-18(33)10-21-24(29(15)43-28(22)13-3-5-17(32)20(35)7-13)14(9-23(36)41-21)12-2-4-16(31)19(34)6-12/h2-7,10-11,14,22,25-28,30-35,37-39H,8-9H2,1H3/t11-,14+,22-,25-,26+,27+,28+,30-/m0/s1
InChI Key OKKMHZTVGJIQAP-FVELTCQYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H30O13
Molecular Weight 598.50 g/mol
Exact Mass 598.16864101 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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883222-13-7

2D Structure

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2D Structure of (2R,3S,10R)-2,10-bis(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8341 83.41%
Caco-2 - 0.8994 89.94%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7167 71.67%
OATP2B1 inhibitior - 0.8503 85.03%
OATP1B1 inhibitior + 0.9015 90.15%
OATP1B3 inhibitior + 0.8028 80.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9147 91.47%
P-glycoprotein inhibitior - 0.4769 47.69%
P-glycoprotein substrate - 0.7382 73.82%
CYP3A4 substrate + 0.6592 65.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition - 0.8361 83.61%
CYP2C9 inhibition - 0.8794 87.94%
CYP2C19 inhibition - 0.8062 80.62%
CYP2D6 inhibition - 0.9570 95.70%
CYP1A2 inhibition - 0.7894 78.94%
CYP2C8 inhibition + 0.5861 58.61%
CYP inhibitory promiscuity - 0.8068 80.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6005 60.05%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.6953 69.53%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8319 83.19%
Micronuclear + 0.8659 86.59%
Hepatotoxicity - 0.7342 73.42%
skin sensitisation - 0.8850 88.50%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7023 70.23%
Acute Oral Toxicity (c) III 0.4878 48.78%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.6815 68.15%
Thyroid receptor binding + 0.5522 55.22%
Glucocorticoid receptor binding + 0.5946 59.46%
Aromatase binding - 0.5859 58.59%
PPAR gamma + 0.7043 70.43%
Honey bee toxicity - 0.7419 74.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9042 90.42%

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 99.74% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.15% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.28% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.97% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.42% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.13% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.45% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.56% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.18% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.28% 97.36%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.95% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 86.51% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.43% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.17% 94.00%
CHEMBL2535 P11166 Glucose transporter 80.94% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.72% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.52% 97.33%

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.
Rhizophora stylosa
Sarcandra glabra

Cross-Links

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PubChem 102393599
NPASS NPC209420
LOTUS LTS0113479
wikiData Q105193610