5-[2-(3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-3-methyloxolan-2-one

Details

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Internal ID 256b72ec-dbd3-4546-9fb3-c7a2483b4246
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-[2-(3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-3-methyloxolan-2-one
SMILES (Canonical) CC1CC(OC1=O)CC(C)C2CCC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)OC)C)C)C
SMILES (Isomeric) CC1CC(OC1=O)CC(C)C2CCC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)OC)C)C)C
InChI InChI=1S/C31H50O3/c1-19(17-21-18-20(2)27(32)34-21)22-11-15-31(7)24-9-10-25-28(3,4)26(33-8)13-14-29(25,5)23(24)12-16-30(22,31)6/h9,19-23,25-26H,10-18H2,1-8H3
InChI Key ITNQPALSAHOOMB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O3
Molecular Weight 470.70 g/mol
Exact Mass 470.37599545 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.58
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[2-(3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-3-methyloxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 - 0.5134 51.34%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.6955 69.55%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8464 84.64%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.6926 69.26%
P-glycoprotein inhibitior + 0.6967 69.67%
P-glycoprotein substrate - 0.5081 50.81%
CYP3A4 substrate + 0.7041 70.41%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.8554 85.54%
CYP3A4 inhibition - 0.5883 58.83%
CYP2C9 inhibition - 0.7696 76.96%
CYP2C19 inhibition - 0.5217 52.17%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.7769 77.69%
CYP2C8 inhibition + 0.4792 47.92%
CYP inhibitory promiscuity - 0.5950 59.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5722 57.22%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.6129 61.29%
Skin corrosion - 0.9541 95.41%
Ames mutagenesis - 0.8254 82.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7034 70.34%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5231 52.31%
skin sensitisation - 0.6582 65.82%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5957 59.57%
Acute Oral Toxicity (c) III 0.7112 71.12%
Estrogen receptor binding + 0.7537 75.37%
Androgen receptor binding + 0.7673 76.73%
Thyroid receptor binding + 0.7357 73.57%
Glucocorticoid receptor binding + 0.8384 83.84%
Aromatase binding + 0.7190 71.90%
PPAR gamma + 0.6123 61.23%
Honey bee toxicity - 0.7154 71.54%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9931 99.31%

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 95.88% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.97% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.65% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.20% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.61% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.81% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.42% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.85% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.90% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 83.90% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.49% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.12% 92.62%
CHEMBL2581 P07339 Cathepsin D 82.69% 98.95%

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.
Abies sibirica

Cross-Links

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PubChem 634589
LOTUS LTS0044412
wikiData Q105120166