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[(3S,8R,9S,10R,13R,14S,17R)-17-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 fc215055-562f-41d7-b8a4-7ae2186125ae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,8R,9S,10R,13R,14S,17R)-17-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(=C)C
SMILES (Isomeric) CC[C@@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C(=C)C
InChI InChI=1S/C31H48O2/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(33-22(5)32)15-17-30(24,6)29(26)16-18-31(27,28)7/h9-11,21,23,25-29H,2,8,12-19H2,1,3-7H3/b10-9+/t21-,23+,25+,26-,27-,28+,29+,30+,31-/m1/s1
InChI Key MOEVEIGHSLNJAI-RIDUBBFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O2
Molecular Weight 452.70 g/mol
Exact Mass 452.365430770 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 9.20
Atomic LogP (AlogP) 8.29
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,13R,14S,17R)-17-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 + 1.0000 100.00%
Caco-2 - 0.6097 60.97%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4472 44.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9077 90.77%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9592 95.92%
P-glycoprotein inhibitior + 0.7889 78.89%
P-glycoprotein substrate - 0.5170 51.70%
CYP3A4 substrate + 0.7417 74.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition - 0.7027 70.27%
CYP2C9 inhibition - 0.8743 87.43%
CYP2C19 inhibition + 0.7374 73.74%
CYP2D6 inhibition - 0.9204 92.04%
CYP1A2 inhibition - 0.8568 85.68%
CYP2C8 inhibition + 0.5116 51.16%
CYP inhibitory promiscuity - 0.5830 58.30%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9545 95.45%
Skin irritation + 0.4913 49.13%
Skin corrosion - 0.9787 97.87%
Ames mutagenesis - 0.8244 82.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7867 78.67%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5715 57.15%
skin sensitisation + 0.4722 47.22%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7487 74.87%
Acute Oral Toxicity (c) III 0.8609 86.09%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.6367 63.67%
Thyroid receptor binding - 0.6008 60.08%
Glucocorticoid receptor binding + 0.7475 74.75%
Aromatase binding + 0.5924 59.24%
PPAR gamma + 0.6038 60.38%
Honey bee toxicity - 0.7377 73.77%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5745 57.45%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.57% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.76% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.68% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.04% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.65% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.06% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.52% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.81% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.68% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.44% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.28% 95.71%
CHEMBL202 P00374 Dihydrofolate reductase 83.12% 89.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL240 Q12809 HERG 82.19% 89.76%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.04% 82.69%
CHEMBL5028 O14672 ADAM10 81.97% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.31% 89.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.30% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.13% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 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.
Teucrium betonicum

Cross-Links

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PubChem 162902725
LOTUS LTS0052948
wikiData Q105168840