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17-[5-(1,2-Dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-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 d25e37ca-7095-4f9c-8a71-3ef8bd689268
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 17-[5-(1,2-dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CCC4C5CC(OC5OC)C(C(C)(C)O)O)C)C)O)C
SMILES (Isomeric) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CCC4C5CC(OC5OC)C(C(C)(C)O)O)C)C)O)C
InChI InChI=1S/C31H48O6/c1-27(2)22-16-24(33)31(7)20-10-9-18(17-15-19(37-26(17)36-8)25(34)28(3,4)35)29(20,5)13-11-21(31)30(22,6)14-12-23(27)32/h10,12,14,17-19,21-22,24-26,33-35H,9,11,13,15-16H2,1-8H3
InChI Key XCCPYESNSWQOFT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O6
Molecular Weight 516.70 g/mol
Exact Mass 516.34508925 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-[5-(1,2-Dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[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 + 0.9884 98.84%
Caco-2 - 0.7390 73.90%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7995 79.95%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8467 84.67%
OATP1B3 inhibitior + 0.9176 91.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.7637 76.37%
P-glycoprotein inhibitior + 0.5931 59.31%
P-glycoprotein substrate - 0.5101 51.01%
CYP3A4 substrate + 0.7411 74.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.6100 61.00%
CYP2C9 inhibition - 0.6733 67.33%
CYP2C19 inhibition - 0.7015 70.15%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.7121 71.21%
CYP2C8 inhibition + 0.6018 60.18%
CYP inhibitory promiscuity - 0.8953 89.53%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4921 49.21%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9492 94.92%
Skin irritation - 0.5276 52.76%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4148 41.48%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5320 53.20%
skin sensitisation - 0.8400 84.00%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7617 76.17%
Acute Oral Toxicity (c) I 0.5753 57.53%
Estrogen receptor binding + 0.6956 69.56%
Androgen receptor binding + 0.6965 69.65%
Thyroid receptor binding + 0.6398 63.98%
Glucocorticoid receptor binding + 0.7374 73.74%
Aromatase binding + 0.6946 69.46%
PPAR gamma + 0.6144 61.44%
Honey bee toxicity - 0.6936 69.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9896 98.96%

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 98.06% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.89% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.11% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.82% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.20% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.77% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.53% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.10% 93.04%
CHEMBL1871 P10275 Androgen Receptor 88.86% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.73% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.49% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.74% 89.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 86.26% 88.84%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.45% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.87% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 82.79% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.61% 96.77%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.88% 91.03%
CHEMBL5028 O14672 ADAM10 81.04% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.27% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.14% 82.69%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.06% 85.31%

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.
Xylocarpus granatum

Cross-Links

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PubChem 74433589
LOTUS LTS0265215
wikiData Q105324883