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(8S,9R,13R,14S,16R,17R)-17-acetyl-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-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 1a6e4726-a66b-4a70-baf3-89e65fa0830b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (8S,9R,13R,14S,16R,17R)-17-acetyl-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H38O10/c1-12-14-6-7-19-27(3)9-16(32)21(13(2)31)28(27,4)10-20(33)29(19,5)15(14)8-17(22(12)34)38-26-25(37)24(36)23(35)18(11-30)39-26/h6-8,16,18-19,21,23-26,30,32,34-37H,9-11H2,1-5H3/t16-,18-,19+,21+,23-,24+,25-,26-,27+,28-,29+/m1/s1
InChI Key LEDJOWZJXRWFQD-PKRLLTRGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,9R,13R,14S,16R,17R)-17-acetyl-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8689 86.89%
Caco-2 - 0.8195 81.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6534 65.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8011 80.11%
OATP1B3 inhibitior + 0.9102 91.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5646 56.46%
P-glycoprotein inhibitior - 0.4453 44.53%
P-glycoprotein substrate - 0.5346 53.46%
CYP3A4 substrate + 0.6969 69.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8512 85.12%
CYP3A4 inhibition - 0.7384 73.84%
CYP2C9 inhibition - 0.9146 91.46%
CYP2C19 inhibition - 0.8956 89.56%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.5945 59.45%
CYP2C8 inhibition + 0.5578 55.78%
CYP inhibitory promiscuity - 0.9154 91.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7057 70.57%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.7011 70.11%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4442 44.42%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6297 62.97%
skin sensitisation - 0.9016 90.16%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6695 66.95%
Acute Oral Toxicity (c) I 0.4680 46.80%
Estrogen receptor binding + 0.7580 75.80%
Androgen receptor binding + 0.7049 70.49%
Thyroid receptor binding + 0.5656 56.56%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding + 0.6935 69.35%
PPAR gamma + 0.6122 61.22%
Honey bee toxicity - 0.7612 76.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7550 75.50%
Fish aquatic toxicity + 0.9920 99.20%

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 99.69% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 97.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.32% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.27% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.31% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.01% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.93% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.89% 83.57%
CHEMBL2581 P07339 Cathepsin D 91.48% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.56% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.54% 92.94%
CHEMBL4208 P20618 Proteasome component C5 90.36% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.04% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.02% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.60% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.32% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.89% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.26% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.48% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.99% 99.23%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.02% 95.64%
CHEMBL5255 O00206 Toll-like receptor 4 80.77% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 80.32% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10392684
LOTUS LTS0093277
wikiData Q105150504