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1-[(3S,8S,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl (E)-3,4-dimethylpent-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 d78bdc4f-4a07-4619-a429-bf2054a491ff
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name 1-[(3S,8S,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl (E)-3,4-dimethylpent-2-enoate
SMILES (Canonical) CC(C)C(=CC(=O)OC(C)C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C=CC5=CC=CC=C5)C)O)O)C
SMILES (Isomeric) CC(C)/C(=C/C(=O)OC(C)[C@@]1(CC[C@]2([C@@]1([C@@H](CC3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)/C=C/C5=CC=CC=C5)C)O)O)/C
InChI InChI=1S/C37H50O8/c1-23(2)24(3)20-32(40)44-25(4)35(41)18-19-37(43)34(35,6)30(45-31(39)13-12-26-10-8-7-9-11-26)22-29-33(5)16-15-28(38)21-27(33)14-17-36(29,37)42/h7-14,20,23,25,28-30,38,41-43H,15-19,21-22H2,1-6H3/b13-12+,24-20+/t25?,28-,29?,30+,33-,34+,35+,36-,37+/m0/s1
InChI Key WGYDVYMQYWRILT-VNQFYJJGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O8
Molecular Weight 622.80 g/mol
Exact Mass 622.35056855 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.04
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,8S,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl (E)-3,4-dimethylpent-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 + 0.9811 98.11%
Caco-2 - 0.8109 81.09%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8326 83.26%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.8632 86.32%
OATP1B3 inhibitior - 0.3591 35.91%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8103 81.03%
BSEP inhibitior + 0.9768 97.68%
P-glycoprotein inhibitior + 0.7860 78.60%
P-glycoprotein substrate + 0.6709 67.09%
CYP3A4 substrate + 0.7202 72.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8964 89.64%
CYP3A4 inhibition - 0.7500 75.00%
CYP2C9 inhibition - 0.6542 65.42%
CYP2C19 inhibition - 0.7267 72.67%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.6825 68.25%
CYP2C8 inhibition + 0.7841 78.41%
CYP inhibitory promiscuity - 0.9228 92.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6452 64.52%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9281 92.81%
Skin irritation + 0.5526 55.26%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8387 83.87%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5685 56.85%
skin sensitisation - 0.8071 80.71%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8588 85.88%
Acute Oral Toxicity (c) I 0.5150 51.50%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.7778 77.78%
Thyroid receptor binding + 0.5624 56.24%
Glucocorticoid receptor binding + 0.8008 80.08%
Aromatase binding + 0.6790 67.90%
PPAR gamma + 0.7240 72.40%
Honey bee toxicity - 0.6281 62.81%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6345 63.45%
Fish aquatic toxicity + 1.0000 100.00%

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 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.95% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.12% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.98% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.61% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.59% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.38% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.21% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.94% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.74% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.96% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 89.88% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.02% 97.09%
CHEMBL5028 O14672 ADAM10 87.26% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.77% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.28% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.58% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.19% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.29% 92.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.68% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.68% 97.14%

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.
Melia azedarach

Cross-Links

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PubChem 5315901
NPASS NPC43263