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[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-benzoyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate

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 b6c93a3b-fb31-44a5-89f6-24161683ceee
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,5S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-benzoyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC(C1(CCC2(C1(C(CC3C2(CCC4C3(CCC(C4)O)C)O)OC(=O)C5=CC=CC=C5)C)O)O)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) C[C@@H]([C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)C5=CC=CC=C5)C)O)O)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C35H44O8/c1-22(42-29(37)23-10-6-4-7-11-23)33(39)18-19-35(41)32(33,3)28(43-30(38)24-12-8-5-9-13-24)21-27-31(2)16-15-26(36)20-25(31)14-17-34(27,35)40/h4-13,22,25-28,36,39-41H,14-21H2,1-3H3/t22-,25-,26-,27+,28+,31-,32+,33+,34-,35+/m0/s1
InChI Key NKZMHZRTSMJERA-RXXPBTNOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H44O8
Molecular Weight 592.70 g/mol
Exact Mass 592.30361836 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-benzoyloxyethyl]-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9228 92.28%
Caco-2 - 0.8367 83.67%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7643 76.43%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.9733 97.33%
P-glycoprotein inhibitior + 0.6835 68.35%
P-glycoprotein substrate + 0.5185 51.85%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 0.6009 60.09%
CYP2D6 substrate - 0.8204 82.04%
CYP3A4 inhibition - 0.7649 76.49%
CYP2C9 inhibition - 0.8499 84.99%
CYP2C19 inhibition - 0.7885 78.85%
CYP2D6 inhibition - 0.9627 96.27%
CYP1A2 inhibition - 0.6150 61.50%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9817 98.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6616 66.16%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9316 93.16%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8312 83.12%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6119 61.19%
skin sensitisation - 0.9032 90.32%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8299 82.99%
Acute Oral Toxicity (c) III 0.3358 33.58%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7190 71.90%
Thyroid receptor binding - 0.4875 48.75%
Glucocorticoid receptor binding + 0.7323 73.23%
Aromatase binding + 0.6693 66.93%
PPAR gamma + 0.6630 66.30%
Honey bee toxicity - 0.7856 78.56%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9967 99.67%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.64% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.48% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.87% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 91.25% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.56% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.16% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.37% 95.89%
CHEMBL5028 O14672 ADAM10 86.54% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.34% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.56% 93.03%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.55% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.42% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.21% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.48% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.69% 83.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.24% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.11% 97.09%
CHEMBL2535 P11166 Glucose transporter 81.53% 98.75%

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.
Gongronemopsis tenacissima

Cross-Links

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PubChem 101694475
LOTUS LTS0249113
wikiData Q105181225