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(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-4-hydroxy-6-methoxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

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 0eaa9f60-5252-4e66-a5aa-f4ea78f6d8a7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-4-hydroxy-6-methoxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H48O8/c1-7-29(35)15-24(38-25(37-6)16(29)2)28(5,34)23-9-11-30(36)18-12-20(31)19-13-21(32)22(33)14-26(19,3)17(18)8-10-27(23,30)4/h12,16-17,19,21-25,32-36H,7-11,13-15H2,1-6H3/t16-,17+,19+,21-,22+,23+,24-,25+,26-,27-,28-,29-,30-/m1/s1
InChI Key GYDNXNCALYSJBH-SWQSXLLRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O8
Molecular Weight 536.70 g/mol
Exact Mass 536.33491849 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-4-hydroxy-6-methoxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9744 97.44%
Caco-2 - 0.5896 58.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6781 67.81%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9023 90.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6317 63.17%
P-glycoprotein inhibitior - 0.4849 48.49%
P-glycoprotein substrate + 0.5652 56.52%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition - 0.6632 66.32%
CYP2C9 inhibition - 0.8336 83.36%
CYP2C19 inhibition - 0.7493 74.93%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.7968 79.68%
CYP2C8 inhibition + 0.4440 44.40%
CYP inhibitory promiscuity - 0.8937 89.37%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6408 64.08%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9343 93.43%
Skin irritation + 0.6080 60.80%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7209 72.09%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5405 54.05%
skin sensitisation - 0.8716 87.16%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8297 82.97%
Acute Oral Toxicity (c) II 0.3720 37.20%
Estrogen receptor binding + 0.6825 68.25%
Androgen receptor binding + 0.7294 72.94%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding + 0.7149 71.49%
Aromatase binding + 0.6825 68.25%
PPAR gamma + 0.5198 51.98%
Honey bee toxicity - 0.7742 77.42%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9754 97.54%

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%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.50% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.01% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.68% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.03% 91.07%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.78% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.18% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.13% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.46% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.47% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.12% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.05% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.24% 94.78%
CHEMBL1871 P10275 Androgen Receptor 81.79% 96.43%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.61% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.33% 89.00%

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.
Ajuga reptans

Cross-Links

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PubChem 44140281
LOTUS LTS0142931
wikiData Q105023602