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[(2S,6R)-2-methyl-3-methylidene-6-[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptyl] 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 fa321bbd-985d-4e76-8d23-03226e09a3ae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name [(2S,6R)-2-methyl-3-methylidene-6-[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H50O5/c1-18(20(3)17-35-21(4)31)7-8-19(2)24-9-10-25-23-15-27(33)30(34)16-22(32)11-14-29(30,6)26(23)12-13-28(24,25)5/h19-20,22-27,32-34H,1,7-17H2,2-6H3/t19-,20-,22+,23+,24-,25+,26+,27-,28-,29-,30+/m1/s1
InChI Key LVPGFMKWMFAKAI-PTUTYXJZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,6R)-2-methyl-3-methylidene-6-[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9564 95.64%
Caco-2 - 0.7365 73.65%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7722 77.22%
OATP2B1 inhibitior - 0.5582 55.82%
OATP1B1 inhibitior + 0.8029 80.29%
OATP1B3 inhibitior + 0.8575 85.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior + 0.8459 84.59%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5532 55.32%
CYP3A4 substrate + 0.7638 76.38%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.9143 91.43%
CYP2C9 inhibition - 0.8278 82.78%
CYP2C19 inhibition - 0.8566 85.66%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8758 87.58%
CYP2C8 inhibition + 0.5187 51.87%
CYP inhibitory promiscuity - 0.9264 92.64%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7053 70.53%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9336 93.36%
Skin irritation + 0.6271 62.71%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7108 71.08%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6852 68.52%
skin sensitisation - 0.8909 89.09%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7093 70.93%
Acute Oral Toxicity (c) III 0.4147 41.47%
Estrogen receptor binding + 0.7000 70.00%
Androgen receptor binding + 0.8300 83.00%
Thyroid receptor binding + 0.5377 53.77%
Glucocorticoid receptor binding + 0.6897 68.97%
Aromatase binding + 0.5883 58.83%
PPAR gamma + 0.6110 61.10%
Honey bee toxicity - 0.6015 60.15%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9956 99.56%

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 99.30% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.65% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.19% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 94.96% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.31% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.81% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.38% 85.31%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.75% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.48% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.75% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.01% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.34% 89.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.46% 95.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.72% 96.95%
CHEMBL2581 P07339 Cathepsin D 87.30% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.14% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.06% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.02% 96.47%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.80% 94.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.73% 94.33%
CHEMBL238 Q01959 Dopamine transporter 83.73% 95.88%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.90% 82.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.15% 93.04%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.96% 94.00%
CHEMBL299 P17252 Protein kinase C alpha 81.68% 98.03%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.66% 98.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.64% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.31% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.63% 96.43%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.35% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 24865197
LOTUS LTS0131961
wikiData Q105157971