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[(2R,3R)-2-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylheptan-3-yl] acetate

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 a8f3928d-8149-43cf-94a4-4122465c190f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name [(2R,3R)-2-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylheptan-3-yl] acetate
SMILES (Canonical) CC(C)CCC(C(C)(C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O)OC(=O)C
SMILES (Isomeric) CC(C)CC[C@H]([C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O)OC(=O)C
InChI InChI=1S/C29H46O4/c1-18(2)7-12-26(33-19(3)30)29(6,32)25-11-10-23-22-9-8-20-17-21(31)13-15-27(20,4)24(22)14-16-28(23,25)5/h17-18,22-26,32H,7-16H2,1-6H3/t22-,23-,24-,25-,26+,27-,28-,29+/m0/s1
InChI Key DZRSDKGAWBBSFW-SCCKXXLRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O4
Molecular Weight 458.70 g/mol
Exact Mass 458.33960994 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.25
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R)-2-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-hydroxy-6-methylheptan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.5107 51.07%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8904 89.04%
OATP2B1 inhibitior - 0.7242 72.42%
OATP1B1 inhibitior + 0.9065 90.65%
OATP1B3 inhibitior - 0.6191 61.91%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.9444 94.44%
P-glycoprotein inhibitior + 0.6846 68.46%
P-glycoprotein substrate - 0.6287 62.87%
CYP3A4 substrate + 0.7761 77.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9177 91.77%
CYP3A4 inhibition - 0.7785 77.85%
CYP2C9 inhibition - 0.8430 84.30%
CYP2C19 inhibition - 0.8570 85.70%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.8412 84.12%
CYP2C8 inhibition - 0.6992 69.92%
CYP inhibitory promiscuity - 0.8408 84.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6791 67.91%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9562 95.62%
Skin irritation + 0.6627 66.27%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7080 70.80%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5467 54.67%
skin sensitisation - 0.7716 77.16%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8784 87.84%
Acute Oral Toxicity (c) IV 0.5168 51.68%
Estrogen receptor binding + 0.8329 83.29%
Androgen receptor binding + 0.8424 84.24%
Thyroid receptor binding + 0.5426 54.26%
Glucocorticoid receptor binding + 0.8278 82.78%
Aromatase binding + 0.7338 73.38%
PPAR gamma + 0.7366 73.66%
Honey bee toxicity - 0.7627 76.27%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.31% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.65% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.96% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.19% 100.00%
CHEMBL1871 P10275 Androgen Receptor 93.27% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.02% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.86% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.82% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.98% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.11% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.12% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.71% 91.19%
CHEMBL5028 O14672 ADAM10 83.62% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.09% 92.62%
CHEMBL4581 P52732 Kinesin-like protein 1 82.94% 93.18%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.64% 94.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.46% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.56% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.46% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 81.43% 98.10%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.41% 94.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.24% 95.93%

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.
Pulicaria undulata subsp. undulata
Pyrus communis

Cross-Links

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PubChem 102513752
NPASS NPC128074
LOTUS LTS0102122
wikiData Q104991959