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

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 04591e87-07e4-46fd-b386-8f3ba78088dc
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)-3,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC(C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C5=CN=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=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)C5=CN=CC=C5)C)O)O)O
InChI InChI=1S/C27H37NO7/c1-16(29)25(32)10-11-27(34)24(25,3)21(35-22(31)17-5-4-12-28-15-17)14-20-23(2)8-7-19(30)13-18(23)6-9-26(20,27)33/h4-6,12,15-16,19-21,29-30,32-34H,7-11,13-14H2,1-3H3/t16?,19-,20+,21+,23-,24+,25+,26-,27+/m0/s1
InChI Key DRPIMPNUZUSUTN-WNCHUELASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO7
Molecular Weight 487.60 g/mol
Exact Mass 487.25700252 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.88
H-Bond Acceptor 8
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,8S,9R,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9556 95.56%
Caco-2 - 0.7417 74.17%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6762 67.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.8914 89.14%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9298 92.98%
P-glycoprotein inhibitior - 0.5561 55.61%
P-glycoprotein substrate + 0.5969 59.69%
CYP3A4 substrate + 0.6814 68.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.8844 88.44%
CYP2C9 inhibition - 0.8619 86.19%
CYP2C19 inhibition - 0.8134 81.34%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.5335 53.35%
CYP2C8 inhibition + 0.7990 79.90%
CYP inhibitory promiscuity - 0.8165 81.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9525 95.25%
Skin irritation - 0.5903 59.03%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7230 72.30%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5574 55.74%
skin sensitisation - 0.8379 83.79%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8848 88.48%
Acute Oral Toxicity (c) III 0.3565 35.65%
Estrogen receptor binding + 0.7591 75.91%
Androgen receptor binding + 0.7073 70.73%
Thyroid receptor binding + 0.6098 60.98%
Glucocorticoid receptor binding + 0.7598 75.98%
Aromatase binding + 0.7759 77.59%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7185 71.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9553 95.53%

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 97.86% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.30% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 96.16% 97.79%
CHEMBL2581 P07339 Cathepsin D 96.12% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.77% 86.33%
CHEMBL2535 P11166 Glucose transporter 91.51% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.63% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.43% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.88% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.69% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 87.08% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.81% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.01% 95.71%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.76% 95.71%
CHEMBL4208 P20618 Proteasome component C5 83.58% 90.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.41% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.52% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.34% 98.75%
CHEMBL5028 O14672 ADAM10 82.33% 97.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.00% 85.31%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.99% 96.00%

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.
Cynanchum gracillimum
Orthosia guilleminiana

Cross-Links

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PubChem 102005844
LOTUS LTS0192365
wikiData Q104399636