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17-[5-(1,2-Dihydroxy-2-methylpropyl)-2-ethoxyoxolan-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 b4ef18f3-e712-4798-b4ac-ee6630b79543
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 17-[5-(1,2-dihydroxy-2-methylpropyl)-2-ethoxyoxolan-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) CCOC1C(CC(O1)C(C(C)(C)O)O)C2CC=C3C2(CCC4C3(C(CC5C4(C=CC(=O)C5(C)C)C)O)C)C
SMILES (Isomeric) CCOC1C(CC(O1)C(C(C)(C)O)O)C2CC=C3C2(CCC4C3(C(CC5C4(C=CC(=O)C5(C)C)C)O)C)C
InChI InChI=1S/C32H50O6/c1-9-37-27-18(16-20(38-27)26(35)29(4,5)36)19-10-11-21-30(19,6)14-12-22-31(7)15-13-24(33)28(2,3)23(31)17-25(34)32(21,22)8/h11,13,15,18-20,22-23,25-27,34-36H,9-10,12,14,16-17H2,1-8H3
InChI Key SXUJYCUCLFTRKW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.81
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

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-ethoxyoxolan-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 + 0.9927 99.27%
Caco-2 - 0.7458 74.58%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8470 84.70%
OATP2B1 inhibitior - 0.7163 71.63%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior + 0.9384 93.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9042 90.42%
BSEP inhibitior + 0.7765 77.65%
P-glycoprotein inhibitior + 0.6374 63.74%
P-glycoprotein substrate + 0.5436 54.36%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.5378 53.78%
CYP2C9 inhibition - 0.6212 62.12%
CYP2C19 inhibition - 0.7704 77.04%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.8078 80.78%
CYP2C8 inhibition + 0.6167 61.67%
CYP inhibitory promiscuity - 0.7378 73.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5211 52.11%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9479 94.79%
Skin irritation + 0.5645 56.45%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3674 36.74%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5761 57.61%
skin sensitisation - 0.8952 89.52%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6068 60.68%
Acute Oral Toxicity (c) III 0.3589 35.89%
Estrogen receptor binding + 0.6790 67.90%
Androgen receptor binding + 0.7049 70.49%
Thyroid receptor binding + 0.6176 61.76%
Glucocorticoid receptor binding + 0.7272 72.72%
Aromatase binding + 0.7051 70.51%
PPAR gamma + 0.5987 59.87%
Honey bee toxicity - 0.6942 69.42%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9959 99.59%

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 99.40% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.48% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.71% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.33% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.84% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.51% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 87.90% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.77% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.22% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.01% 89.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.15% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.87% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.83% 85.31%
CHEMBL1871 P10275 Androgen Receptor 83.20% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.07% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.99% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.77% 82.69%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.66% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.29% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.77% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.51% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.24% 94.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.07% 88.84%

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 74405835
LOTUS LTS0068123
wikiData Q105263347