17-[4-(3,3-Dimethyloxiran-2-yl)but-1-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Details

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Internal ID 6ae00d21-400e-48f0-867e-ae75731d5002
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 17-[4-(3,3-dimethyloxiran-2-yl)but-1-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC4C(=C)CCC5C(O5)(C)C)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC4C(=C)CCC5C(O5)(C)C)C)C)C
InChI InChI=1S/C30H48O2/c1-19(9-12-25-27(4,5)32-25)20-13-17-29(7)21(20)10-11-23-28(6)16-15-24(31)26(2,3)22(28)14-18-30(23,29)8/h20-23,25H,1,9-18H2,2-8H3
InChI Key HKRMRIDUAZDXGO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O2
Molecular Weight 440.70 g/mol
Exact Mass 440.365430770 g/mol
Topological Polar Surface Area (TPSA) 29.60 Ų
XlogP 8.40
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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63543-52-2
(5R,8R,9R,10R,13R,14R,17S)-17-[4-[(2S)-3,3-dimethyloxiran-2-yl]but-1-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
B0005-146176

2D Structure

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2D Structure of 17-[4-(3,3-Dimethyloxiran-2-yl)but-1-en-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 - 0.5340 53.40%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.4952 49.52%
OATP2B1 inhibitior - 0.7188 71.88%
OATP1B1 inhibitior + 0.8808 88.08%
OATP1B3 inhibitior + 0.8728 87.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7561 75.61%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.8048 80.48%
CYP3A4 substrate + 0.6519 65.19%
CYP2C9 substrate - 0.8012 80.12%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition - 0.7558 75.58%
CYP2C9 inhibition - 0.7696 76.96%
CYP2C19 inhibition + 0.5999 59.99%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition + 0.5149 51.49%
CYP2C8 inhibition + 0.5249 52.49%
CYP inhibitory promiscuity - 0.6573 65.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.8817 88.17%
Skin irritation - 0.5514 55.14%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4253 42.53%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation + 0.6446 64.46%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5819 58.19%
Acute Oral Toxicity (c) III 0.7462 74.62%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7775 77.75%
Thyroid receptor binding + 0.6449 64.49%
Glucocorticoid receptor binding + 0.8314 83.14%
Aromatase binding + 0.6618 66.18%
PPAR gamma + 0.6313 63.13%
Honey bee toxicity - 0.7933 79.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9928 99.28%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.17% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.65% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.19% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.07% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.73% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.18% 94.00%
CHEMBL4302 P08183 P-glycoprotein 1 88.46% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.15% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.52% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.19% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.81% 98.95%
CHEMBL259 P32245 Melanocortin receptor 4 82.44% 95.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.99% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.63% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.23% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.12% 99.23%
CHEMBL2039 P27338 Monoamine oxidase B 81.01% 92.51%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.13% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.02% 92.62%

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.
Aglaia odorata

Cross-Links

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PubChem 92029840
LOTUS LTS0058441
wikiData Q105029921