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[(2S,3S,4S,5S,6S)-6-[(2S,3S,4S,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 1c5c30e8-c149-4c7e-b550-692bb5914a44
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3S,4S,5S,6S)-6-[(2S,3S,4S,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC)O[C@H]5[C@H]([C@H]([C@@H]([C@@H](O5)COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O)O)O
InChI InChI=1S/C37H38O18/c1-15-27(43)31(47)35(55-36-32(48)30(46)28(44)24(53-36)14-50-25(42)10-5-16-3-7-18(38)8-4-16)37(51-15)54-34-29(45)26-21(41)12-19(39)13-23(26)52-33(34)17-6-9-20(40)22(11-17)49-2/h3-13,15,24,27-28,30-32,35-41,43-44,46-48H,14H2,1-2H3/b10-5+/t15-,24-,27+,28+,30-,31-,32-,35-,36-,37-/m0/s1
InChI Key NACZCQPMPCWDEE-BXXDOWGMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H38O18
Molecular Weight 770.70 g/mol
Exact Mass 770.20581436 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,5S,6S)-6-[(2S,3S,4S,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5497 54.97%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5992 59.92%
OATP2B1 inhibitior - 0.5687 56.87%
OATP1B1 inhibitior + 0.8606 86.06%
OATP1B3 inhibitior + 0.9722 97.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5761 57.61%
P-glycoprotein inhibitior + 0.6180 61.80%
P-glycoprotein substrate + 0.6645 66.45%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.8455 84.55%
CYP2C9 inhibition - 0.8273 82.73%
CYP2C19 inhibition - 0.8803 88.03%
CYP2D6 inhibition - 0.9211 92.11%
CYP1A2 inhibition - 0.9283 92.83%
CYP2C8 inhibition + 0.8976 89.76%
CYP inhibitory promiscuity - 0.7127 71.27%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6664 66.64%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.8297 82.97%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6865 68.65%
Human Ether-a-go-go-Related Gene inhibition - 0.3987 39.87%
Micronuclear + 0.7392 73.92%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9104 91.04%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9715 97.15%
Acute Oral Toxicity (c) III 0.5896 58.96%
Estrogen receptor binding + 0.8216 82.16%
Androgen receptor binding + 0.7039 70.39%
Thyroid receptor binding + 0.5545 55.45%
Glucocorticoid receptor binding + 0.6900 69.00%
Aromatase binding + 0.5901 59.01%
PPAR gamma + 0.7412 74.12%
Honey bee toxicity - 0.6909 69.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9512 95.12%

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 99.52% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.04% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.03% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 97.60% 91.49%
CHEMBL3194 P02766 Transthyretin 95.71% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.79% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.63% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.12% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.03% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.75% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.81% 97.36%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.95% 90.71%
CHEMBL4208 P20618 Proteasome component C5 84.57% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.46% 80.78%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.25% 95.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.84% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.34% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.75% 99.15%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 81.21% 97.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.10% 94.33%

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.
Ginkgo biloba

Cross-Links

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PubChem 163193474
LOTUS LTS0241725
wikiData Q105176175