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[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-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 bfd01f94-d6c9-4176-949a-e1bd6a91fdfa
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)-3,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-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)O
SMILES (Isomeric) CC([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)O
InChI InChI=1S/C28H40O7/c1-17(29)26(32)13-14-28(34)25(26,3)22(35-23(31)18-7-5-4-6-8-18)16-21-24(2)11-10-20(30)15-19(24)9-12-27(21,28)33/h4-8,17,19-22,29-30,32-34H,9-16H2,1-3H3/t17?,19-,20-,21+,22+,24-,25+,26+,27-,28+/m0/s1
InChI Key VFALCBOSCAABGS-SIMXYLHNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O7
Molecular Weight 488.60 g/mol
Exact Mass 488.27740361 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.57
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 3

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)-3,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-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 + 0.9525 95.25%
Caco-2 - 0.7780 77.80%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7178 71.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8686 86.86%
OATP1B3 inhibitior + 0.8645 86.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9321 93.21%
BSEP inhibitior + 0.7791 77.91%
P-glycoprotein inhibitior - 0.6028 60.28%
P-glycoprotein substrate - 0.5108 51.08%
CYP3A4 substrate + 0.6996 69.96%
CYP2C9 substrate - 0.6009 60.09%
CYP2D6 substrate - 0.8204 82.04%
CYP3A4 inhibition - 0.8060 80.60%
CYP2C9 inhibition - 0.8089 80.89%
CYP2C19 inhibition - 0.7599 75.99%
CYP2D6 inhibition - 0.9593 95.93%
CYP1A2 inhibition - 0.5697 56.97%
CYP2C8 inhibition - 0.5766 57.66%
CYP inhibitory promiscuity - 0.9713 97.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6421 64.21%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.9564 95.64%
Skin irritation + 0.6015 60.15%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6958 69.58%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6369 63.69%
skin sensitisation - 0.8700 87.00%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8712 87.12%
Acute Oral Toxicity (c) III 0.3844 38.44%
Estrogen receptor binding + 0.8482 84.82%
Androgen receptor binding + 0.7072 70.72%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding + 0.7006 70.06%
Aromatase binding + 0.7748 77.48%
PPAR gamma + 0.6046 60.46%
Honey bee toxicity - 0.8094 80.94%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9904 99.04%

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 99.26% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.47% 86.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.52% 94.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.45% 82.69%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 90.36% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.94% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.43% 95.89%
CHEMBL5028 O14672 ADAM10 86.84% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.66% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.47% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.46% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.45% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.10% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.96% 94.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.47% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.46% 97.09%
CHEMBL2535 P11166 Glucose transporter 84.19% 98.75%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 83.78% 97.53%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%

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.
Gongronemopsis tenacissima

Cross-Links

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PubChem 14281864
LOTUS LTS0264653
wikiData Q105284972