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(3S,8R,9S,10R,13S,14S,16S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-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 df0dc861-f2cc-4b20-92ba-b511c1b08252
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8R,9S,10R,13S,14S,16S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H74O18/c1-18(2)7-10-26(48)19(3)31-27(60-43-38(56)35(53)33(51)28(16-46)61-43)14-25-23-9-8-21-13-22(11-12-44(21,5)24(23)15-30(49)45(25,31)6)59-42-39(57)36(54)40(29(17-47)62-42)63-41-37(55)34(52)32(50)20(4)58-41/h8,18-20,22-29,31-43,46-48,50-57H,7,9-17H2,1-6H3/t19-,20+,22+,23-,24+,25+,26+,27+,28-,29-,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41+,42-,43-,44+,45-/m1/s1
InChI Key AZICCRBSLKIQBR-UFZLEGFFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H74O18
Molecular Weight 903.10 g/mol
Exact Mass 902.48751551 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.99
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8R,9S,10R,13S,14S,16S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8258 82.58%
Caco-2 - 0.8866 88.66%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8752 87.52%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8359 83.59%
P-glycoprotein inhibitior + 0.7363 73.63%
P-glycoprotein substrate + 0.6115 61.15%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9147 91.47%
CYP2C8 inhibition + 0.6344 63.44%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.5396 53.96%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.8998 89.98%
Human Ether-a-go-go-Related Gene inhibition + 0.7857 78.57%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9290 92.90%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.8424 84.24%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding - 0.5472 54.72%
Glucocorticoid receptor binding + 0.6696 66.96%
Aromatase binding + 0.6453 64.53%
PPAR gamma + 0.7658 76.58%
Honey bee toxicity - 0.6493 64.93%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9477 94.77%

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 99.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.43% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.93% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.61% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.97% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.52% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.80% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.15% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.61% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.87% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.52% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.04% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.82% 93.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.45% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.82% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.53% 90.08%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.15% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 84.42% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.53% 91.24%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.46% 90.71%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.00% 89.67%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.44% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.03% 98.05%

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.
Dioscorea septemloba

Cross-Links

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PubChem 24861963
NPASS NPC294890
LOTUS LTS0197554
wikiData Q104921702