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(10R,13R,14S,15S,17S)-17-acetyl-14-hydroxy-10,13-dimethyl-15-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 312572a1-5045-4537-8292-5374b6547a42
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name (10R,13R,14S,15S,17S)-17-acetyl-14-hydroxy-10,13-dimethyl-15-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H40O10/c1-13(29)18-11-20(37-27(35)23(33)22(32)21(31)19(12-28)36-27)26(34)17-5-4-14-10-15(30)6-8-24(14,2)16(17)7-9-25(18,26)3/h10,16-23,28,31-35H,4-9,11-12H2,1-3H3/t16?,17?,18-,19?,20+,21-,22?,23+,24+,25-,26-,27-/m1/s1
InChI Key NKFSYIXIONAVQO-XZXNEYSLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O10
Molecular Weight 524.60 g/mol
Exact Mass 524.26214747 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.05
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 (10R,13R,14S,15S,17S)-17-acetyl-14-hydroxy-10,13-dimethyl-15-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8725 87.25%
Caco-2 - 0.7692 76.92%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8545 85.45%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.7633 76.33%
OATP1B3 inhibitior + 0.8477 84.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5829 58.29%
BSEP inhibitior + 0.8524 85.24%
P-glycoprotein inhibitior - 0.5410 54.10%
P-glycoprotein substrate - 0.6172 61.72%
CYP3A4 substrate + 0.7385 73.85%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8815 88.15%
CYP3A4 inhibition - 0.8110 81.10%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.8924 89.24%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.7599 75.99%
CYP2C8 inhibition + 0.6905 69.05%
CYP inhibitory promiscuity - 0.8718 87.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6779 67.79%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9584 95.84%
Skin irritation - 0.5319 53.19%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7524 75.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6424 64.24%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.5939 59.39%
Acute Oral Toxicity (c) III 0.5921 59.21%
Estrogen receptor binding + 0.7570 75.70%
Androgen receptor binding + 0.8030 80.30%
Thyroid receptor binding - 0.5201 52.01%
Glucocorticoid receptor binding + 0.6505 65.05%
Aromatase binding + 0.7220 72.20%
PPAR gamma + 0.5551 55.51%
Honey bee toxicity - 0.7195 71.95%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9827 98.27%

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 99.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.17% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.70% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.71% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.46% 94.00%
CHEMBL1871 P10275 Androgen Receptor 87.93% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.78% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.62% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.56% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.14% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.98% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.45% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.98% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.51% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.86% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.73% 95.89%
CHEMBL5028 O14672 ADAM10 81.18% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.93% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.67% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.35% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 80.17% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.00% 93.04%

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 162817527
LOTUS LTS0107145
wikiData Q105180551