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[(3S,8S,9R,10R,12R,13S,14R,17R)-3,8,14-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-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 f93bd93a-0e90-48fb-91df-20645086a611
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,8S,9R,10R,12R,13S,14R,17R)-3,8,14-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(C1CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C=CC5=CC=CC=C5)C)O)O
SMILES (Isomeric) C[C@@H]([C@@H]1CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)/C=C/C5=CC=CC=C5)C)O)O
InChI InChI=1S/C30H40O6/c1-19(31)23-13-16-30(35)28(23,3)25(36-26(33)10-9-20-7-5-4-6-8-20)18-24-27(2)14-12-22(32)17-21(27)11-15-29(24,30)34/h4-11,19,22-25,31-32,34-35H,12-18H2,1-3H3/b10-9+/t19-,22-,23-,24+,25+,27-,28-,29-,30+/m0/s1
InChI Key MLCCDIGUABIIFB-WEWFRUMZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O6
Molecular Weight 496.60 g/mol
Exact Mass 496.28248899 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 6
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,13S,14R,17R)-3,8,14-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-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 + 0.9912 99.12%
Caco-2 - 0.7660 76.60%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7945 79.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior + 0.8216 82.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9584 95.84%
P-glycoprotein inhibitior - 0.4901 49.01%
P-glycoprotein substrate + 0.6507 65.07%
CYP3A4 substrate + 0.6909 69.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8834 88.34%
CYP3A4 inhibition - 0.8045 80.45%
CYP2C9 inhibition - 0.7859 78.59%
CYP2C19 inhibition - 0.6656 66.56%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.5131 51.31%
CYP2C8 inhibition + 0.7622 76.22%
CYP inhibitory promiscuity - 0.9341 93.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5593 55.93%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9472 94.72%
Skin irritation + 0.6456 64.56%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7322 73.22%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5791 57.91%
skin sensitisation - 0.8343 83.43%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9174 91.74%
Acute Oral Toxicity (c) IV 0.4182 41.82%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding + 0.5659 56.59%
Glucocorticoid receptor binding + 0.7884 78.84%
Aromatase binding + 0.7508 75.08%
PPAR gamma + 0.6508 65.08%
Honey bee toxicity - 0.7334 73.34%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.82% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 95.74% 90.17%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.84% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.39% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.77% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.22% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.08% 94.08%
CHEMBL5028 O14672 ADAM10 90.54% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.01% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.29% 94.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.46% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.98% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.03% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.50% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.58% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 81.35% 97.79%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.20% 95.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.40% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.21% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.20% 95.89%

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.
Orthosia guilleminiana

Cross-Links

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PubChem 163186522
LOTUS LTS0033550
wikiData Q105166488