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(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

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 e2873b82-c1d5-4781-8685-11d9d4c47923
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)OC6C(C(C(C(O6)C(=O)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)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H38O21/c1-9-20(38)22(40)26(44)31(49-9)48-8-18-21(39)24(42)29(54-32-27(45)23(41)25(43)28(53-32)30(46)47)33(52-18)50-11-5-14(36)19-15(37)7-16(51-17(19)6-11)10-2-3-12(34)13(35)4-10/h2-7,9,18,20-29,31-36,38-45H,8H2,1H3,(H,46,47)/t9-,18+,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,31+,32-,33+/m0/s1
InChI Key LSGRYBYDAOHTMR-FTCIMYNOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O21
Molecular Weight 770.60 g/mol
Exact Mass 770.19055822 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -3.48
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5663 56.63%
Caco-2 - 0.9032 90.32%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7193 71.93%
OATP2B1 inhibitior - 0.5727 57.27%
OATP1B1 inhibitior + 0.9299 92.99%
OATP1B3 inhibitior + 0.9618 96.18%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5724 57.24%
P-glycoprotein inhibitior - 0.5322 53.22%
P-glycoprotein substrate + 0.5871 58.71%
CYP3A4 substrate + 0.6324 63.24%
CYP2C9 substrate - 0.6503 65.03%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.9407 94.07%
CYP2C9 inhibition - 0.8784 87.84%
CYP2C19 inhibition - 0.9121 91.21%
CYP2D6 inhibition - 0.9678 96.78%
CYP1A2 inhibition - 0.9080 90.80%
CYP2C8 inhibition + 0.8063 80.63%
CYP inhibitory promiscuity - 0.8276 82.76%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6837 68.37%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.8321 83.21%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5864 58.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7698 76.98%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.7532 75.32%
skin sensitisation - 0.9374 93.74%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9692 96.92%
Acute Oral Toxicity (c) III 0.5702 57.02%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.5830 58.30%
Thyroid receptor binding - 0.4927 49.27%
Glucocorticoid receptor binding - 0.4643 46.43%
Aromatase binding + 0.5558 55.58%
PPAR gamma + 0.7469 74.69%
Honey bee toxicity - 0.6804 68.04%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9279 92.79%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.94% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.70% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.43% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.98% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.33% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.29% 99.15%
CHEMBL3194 P02766 Transthyretin 93.29% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 92.44% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.07% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.59% 81.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.28% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.77% 85.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.43% 91.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.01% 83.57%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.87% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.26% 95.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.12% 83.00%

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.
Robinia pseudoacacia

Cross-Links

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PubChem 101497869
LOTUS LTS0123675
wikiData Q105156507