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(3S)-5-[[(2R,3S,4S,5R,6S)-6-[4-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic 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 1b5c646f-a2e2-4636-86e2-520a757abc54
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (3S)-5-[[(2R,3S,4S,5R,6S)-6-[4-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC)O)O)O)O
SMILES (Isomeric) C[C@](CC(=O)O)(CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)[C@@H]3CC(=O)C4=C(C=C(C=C4O3)O)O)OC)O)O)O)O
InChI InChI=1S/C28H32O15/c1-28(38,9-21(32)33)10-22(34)40-11-20-24(35)25(36)26(37)27(43-20)42-16-4-3-12(5-18(16)39-2)17-8-15(31)23-14(30)6-13(29)7-19(23)41-17/h3-7,17,20,24-27,29-30,35-38H,8-11H2,1-2H3,(H,32,33)/t17-,20+,24+,25-,26+,27+,28-/m0/s1
InChI Key UPNCUHXSXDKPOM-VQYGEHKBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O15
Molecular Weight 608.50 g/mol
Exact Mass 608.17412031 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.16
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-5-[[(2R,3S,4S,5R,6S)-6-[4-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6362 63.62%
Caco-2 - 0.8740 87.40%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6225 62.25%
OATP2B1 inhibitior - 0.5871 58.71%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7713 77.13%
P-glycoprotein inhibitior + 0.6727 67.27%
P-glycoprotein substrate - 0.5619 56.19%
CYP3A4 substrate + 0.6812 68.12%
CYP2C9 substrate - 0.8250 82.50%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.8060 80.60%
CYP2C9 inhibition - 0.9354 93.54%
CYP2C19 inhibition - 0.9213 92.13%
CYP2D6 inhibition - 0.9307 93.07%
CYP1A2 inhibition - 0.8802 88.02%
CYP2C8 inhibition + 0.6928 69.28%
CYP inhibitory promiscuity - 0.9471 94.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6282 62.82%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.8238 82.38%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3645 36.45%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9174 91.74%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8300 83.00%
Acute Oral Toxicity (c) III 0.5942 59.42%
Estrogen receptor binding + 0.7625 76.25%
Androgen receptor binding - 0.6118 61.18%
Thyroid receptor binding - 0.5362 53.62%
Glucocorticoid receptor binding + 0.6770 67.70%
Aromatase binding + 0.6000 60.00%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.7462 74.62%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9617 96.17%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.15% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.18% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.35% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.45% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.69% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.24% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.76% 97.09%
CHEMBL2535 P11166 Glucose transporter 88.51% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.38% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.61% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.74% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 86.33% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.95% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.26% 94.73%
CHEMBL4208 P20618 Proteasome component C5 84.77% 90.00%
CHEMBL220 P22303 Acetylcholinesterase 84.33% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.35% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.27% 99.15%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.23% 97.14%
CHEMBL3194 P02766 Transthyretin 80.52% 90.71%

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.
Citrus medica

Cross-Links

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PubChem 162980998
LOTUS LTS0260715
wikiData Q105276878