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2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-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 b0fb1e72-770e-42a8-b264-28230a94b26f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC(=C(C=C6)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)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-9-19(37)23(41)26(44)31(48-9)47-8-17-21(39)25(43)28(46)33(52-17)53-30-22(40)18-15(36)6-12(50-32-27(45)24(42)20(38)10(2)49-32)7-16(18)51-29(30)11-3-4-13(34)14(35)5-11/h3-7,9-10,17,19-21,23-28,31-39,41-46H,8H2,1-2H3/t9-,10-,17+,19-,20-,21+,23+,24+,25-,26-,27+,28+,31+,32-,33-/m0/s1
InChI Key BFCXCFJUDBNEMU-YLOACMILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.19
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-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 - 0.4659 46.59%
Caco-2 - 0.9069 90.69%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 0.5711 57.11%
OATP1B1 inhibitior + 0.9376 93.76%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8386 83.86%
P-glycoprotein inhibitior - 0.4766 47.66%
P-glycoprotein substrate + 0.5055 50.55%
CYP3A4 substrate + 0.6264 62.64%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.8904 89.04%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.8191 81.91%
CYP inhibitory promiscuity - 0.6602 66.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7067 70.67%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis + 0.5336 53.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7636 76.36%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.9155 91.55%
Acute Oral Toxicity (c) III 0.6245 62.45%
Estrogen receptor binding + 0.7824 78.24%
Androgen receptor binding + 0.6014 60.14%
Thyroid receptor binding - 0.4881 48.81%
Glucocorticoid receptor binding + 0.5445 54.45%
Aromatase binding + 0.5299 52.99%
PPAR gamma + 0.7231 72.31%
Honey bee toxicity - 0.7564 75.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9179 91.79%

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 99.58% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.49% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.06% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.05% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.71% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.69% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 94.15% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.92% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.83% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.21% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.05% 95.64%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.72% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.60% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.24% 97.36%
CHEMBL4208 P20618 Proteasome component C5 82.25% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.91% 80.78%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.10% 93.65%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.39% 86.92%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.17% 94.80%

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.
Lathyrus chrysanthus

Cross-Links

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PubChem 162906645
LOTUS LTS0212005
wikiData Q104933980