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(3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2S,6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-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 3a8da436-1755-4ec1-9936-c9c1412e5c6e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2S,6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H52O9/c1-17(16-41-31-30(40)29(39)28(38)26(15-34)42-31)5-8-24(36)18(2)27-25(37)14-23-21-7-6-19-13-20(35)9-11-32(19,3)22(21)10-12-33(23,27)4/h6,17-18,20-23,26-31,34-35,38-40H,5,7-16H2,1-4H3/t17-,18-,20+,21-,22+,23+,26-,27+,28-,29+,30-,31-,32+,33+/m1/s1
InChI Key TWAAHTLNEYUURT-BAAQTPRZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O9
Molecular Weight 592.80 g/mol
Exact Mass 592.36113323 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7941 79.41%
Caco-2 - 0.8552 85.52%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8351 83.51%
OATP2B1 inhibitior - 0.5711 57.11%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior + 0.8641 86.41%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6048 60.48%
BSEP inhibitior - 0.4739 47.39%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate + 0.6095 60.95%
CYP3A4 substrate + 0.7488 74.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.8570 85.70%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.9194 91.94%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8715 87.15%
CYP2C8 inhibition + 0.5709 57.09%
CYP inhibitory promiscuity - 0.9559 95.59%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6786 67.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9406 94.06%
Skin irritation + 0.5428 54.28%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3805 38.05%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9363 93.63%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8196 81.96%
Acute Oral Toxicity (c) III 0.5876 58.76%
Estrogen receptor binding + 0.7363 73.63%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding - 0.6289 62.89%
Glucocorticoid receptor binding + 0.6613 66.13%
Aromatase binding + 0.5971 59.71%
PPAR gamma - 0.5093 50.93%
Honey bee toxicity - 0.7381 73.81%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.9577 95.77%

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 98.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.77% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.37% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.27% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.73% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.86% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.58% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.27% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.65% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.86% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.83% 93.56%
CHEMBL4581 P52732 Kinesin-like protein 1 85.80% 93.18%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.34% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.55% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.14% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 83.55% 98.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.70% 99.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.38% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.13% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.04% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 80.03% 94.45%

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 olfersiana

Cross-Links

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PubChem 101667565
LOTUS LTS0054569
wikiData Q105265676