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[(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

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 2d24cb10-bef2-4fc8-8829-da41b8a42740
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(CC4)(C(C)OC(=O)C)O)C)O)O)O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]2[C@]3(CC[C@@H](CC3=CC[C@]2([C@@]4([C@]1([C@@](CC4)([C@H](C)OC(=O)C)O)C)O)O)O)C
InChI InChI=1S/C28H42O8/c1-7-16(2)23(31)36-22-15-21-24(5)10-9-20(30)14-19(24)8-11-27(21,33)28(34)13-12-26(32,25(22,28)6)17(3)35-18(4)29/h7-8,17,20-22,30,32-34H,9-15H2,1-6H3/b16-7+/t17-,20-,21+,22+,24-,25+,26+,27-,28+/m0/s1
InChI Key KBGNVCDJNMDNAZ-VOLNUIOOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O8
Molecular Weight 506.60 g/mol
Exact Mass 506.28796829 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9684 96.84%
Caco-2 - 0.6708 67.08%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8197 81.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8620 86.20%
OATP1B3 inhibitior - 0.2239 22.39%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7624 76.24%
BSEP inhibitior + 0.9156 91.56%
P-glycoprotein inhibitior - 0.4666 46.66%
P-glycoprotein substrate + 0.5957 59.57%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.9050 90.50%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.8373 83.73%
CYP2C19 inhibition - 0.8349 83.49%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.5377 53.77%
CYP inhibitory promiscuity - 0.9654 96.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6335 63.35%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9327 93.27%
Skin irritation + 0.6775 67.75%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5074 50.74%
skin sensitisation - 0.8548 85.48%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7457 74.57%
Acute Oral Toxicity (c) IV 0.4714 47.14%
Estrogen receptor binding + 0.7570 75.70%
Androgen receptor binding + 0.7187 71.87%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7506 75.06%
Aromatase binding + 0.7813 78.13%
PPAR gamma + 0.5488 54.88%
Honey bee toxicity - 0.6140 61.40%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9950 99.50%

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 97.31% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.04% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.82% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.97% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.00% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.48% 95.56%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 88.87% 92.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.45% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 88.25% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.19% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.78% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.97% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.82% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.45% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.34% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 81.76% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 81.73% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 81.46% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.08% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.51% 95.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.40% 93.00%

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.
Marsdenia tomentosa

Cross-Links

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PubChem 101316800
LOTUS LTS0083878
wikiData Q105138192