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(1S,2S,4S,7S,8R,9S,12S,13R,14S,16R)-16-hydroxy-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-(hydroxymethyl)-9,13-dimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-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 c566e004-c8e0-4adc-8a97-67655a50b542
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1S,2S,4S,7S,8R,9S,12S,13R,14S,16R)-16-hydroxy-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-(hydroxymethyl)-9,13-dimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H60O18/c1-14-26(44)29(47)31(49)36(52-14)57-33-32(56-35-30(48)27(45)21(43)13-51-35)28(46)23(12-41)54-37(33)55-24-9-16(42)8-15-4-5-17-19(39(15,24)3)6-7-38(2)20(17)10-22-25(38)18(11-40)34(50)53-22/h4,14,16-33,35-37,40-49H,5-13H2,1-3H3/t14-,16+,17+,18+,19-,20-,21+,22-,23+,24-,25-,26-,27-,28+,29+,30+,31+,32-,33+,35-,36-,37-,38-,39-/m0/s1
InChI Key VEBKJZQPCDTUSG-HIYPFGPUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H60O18
Molecular Weight 816.90 g/mol
Exact Mass 816.37796506 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -2.82
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,7S,8R,9S,12S,13R,14S,16R)-16-hydroxy-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-(hydroxymethyl)-9,13-dimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8294 82.94%
Caco-2 - 0.8856 88.56%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8613 86.13%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5675 56.75%
P-glycoprotein inhibitior + 0.6828 68.28%
P-glycoprotein substrate + 0.6257 62.57%
CYP3A4 substrate + 0.7585 75.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8877 88.77%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.6857 68.57%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9210 92.10%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7168 71.68%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7593 75.93%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.7610 76.10%
Androgen receptor binding + 0.7131 71.31%
Thyroid receptor binding - 0.6180 61.80%
Glucocorticoid receptor binding - 0.4806 48.06%
Aromatase binding + 0.6398 63.98%
PPAR gamma + 0.6489 64.89%
Honey bee toxicity - 0.5703 57.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9416 94.16%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL204 P00734 Thrombin 96.78% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.29% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.81% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.89% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.17% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.98% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.69% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.85% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.68% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.28% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 87.21% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 86.61% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.89% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.06% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL2581 P07339 Cathepsin D 81.94% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.74% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.78% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.00% 90.08%

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.
Paris chinensis

Cross-Links

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PubChem 163085946
LOTUS LTS0126165
wikiData Q105284493