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2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]chromen-4-one

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 939bf0aa-ccb4-4a13-9d43-ad89a4fc4996
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c1-8-19(32)22(35)25(38)27(40-8)39-7-16-20(33)23(36)24(37)26(42-16)18-13(31)6-15-17(21(18)34)12(30)5-14(41-15)9-2-3-10(28)11(29)4-9/h2-6,8,16,19-20,22-29,31-38H,7H2,1H3/t8-,16-,19-,20+,22-,23-,24+,25+,26-,27+/m0/s1
InChI Key UUADGBNGCDJIKC-YPCKSBQDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.35
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]chromen-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 + 0.5564 55.64%
Caco-2 - 0.9108 91.08%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7477 74.77%
OATP2B1 inhibitior - 0.5624 56.24%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6221 62.21%
P-glycoprotein inhibitior - 0.7204 72.04%
P-glycoprotein substrate - 0.5378 53.78%
CYP3A4 substrate + 0.6152 61.52%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.9249 92.49%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9545 95.45%
CYP1A2 inhibition - 0.8673 86.73%
CYP2C8 inhibition + 0.7602 76.02%
CYP inhibitory promiscuity - 0.6787 67.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.8089 80.89%
Skin corrosion - 0.9595 95.95%
Ames mutagenesis + 0.5199 51.99%
Human Ether-a-go-go-Related Gene inhibition - 0.3898 38.98%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9325 93.25%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9478 94.78%
Acute Oral Toxicity (c) III 0.5971 59.71%
Estrogen receptor binding + 0.7421 74.21%
Androgen receptor binding + 0.6589 65.89%
Thyroid receptor binding + 0.5459 54.59%
Glucocorticoid receptor binding + 0.5721 57.21%
Aromatase binding + 0.6019 60.19%
PPAR gamma + 0.7364 73.64%
Honey bee toxicity - 0.7281 72.81%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8993 89.93%

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 99.81% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.45% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.46% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.75% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.93% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.81% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.25% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 92.76% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.19% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.18% 97.36%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.31% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.44% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.05% 96.09%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.52% 80.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.62% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.44% 86.92%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.37% 80.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.19% 83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162949990
LOTUS LTS0262367
wikiData Q105279201