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[17-[5-(1,2-Dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

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 0737ad29-8677-472a-b3b7-1330a026921b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [17-[5-(1,2-dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5O)C(C(C)(C)O)O)C)C)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5O)C(C(C)(C)O)O)C)C)(C)C
InChI InChI=1S/C32H48O7/c1-17(33)38-25-16-23-28(2,3)24(34)12-14-31(23,7)22-11-13-30(6)19(9-10-21(30)32(22,25)8)18-15-20(39-27(18)36)26(35)29(4,5)37/h10,12,14,18-20,22-23,25-27,35-37H,9,11,13,15-16H2,1-8H3
InChI Key JZTBUDLVYHKZEX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O7
Molecular Weight 544.70 g/mol
Exact Mass 544.34000387 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 7
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-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9834 98.34%
Caco-2 - 0.7821 78.21%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8431 84.31%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.7841 78.41%
OATP1B3 inhibitior - 0.3261 32.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.7249 72.49%
P-glycoprotein inhibitior + 0.6444 64.44%
P-glycoprotein substrate + 0.5340 53.40%
CYP3A4 substrate + 0.7410 74.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.6589 65.89%
CYP2C9 inhibition - 0.6433 64.33%
CYP2C19 inhibition - 0.7323 73.23%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.5934 59.34%
CYP2C8 inhibition + 0.6577 65.77%
CYP inhibitory promiscuity - 0.8802 88.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5020 50.20%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9446 94.46%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9189 91.89%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4527 45.27%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5133 51.33%
Acute Oral Toxicity (c) I 0.5095 50.95%
Estrogen receptor binding + 0.6824 68.24%
Androgen receptor binding + 0.6925 69.25%
Thyroid receptor binding + 0.5515 55.15%
Glucocorticoid receptor binding + 0.6919 69.19%
Aromatase binding + 0.6493 64.93%
PPAR gamma + 0.6580 65.80%
Honey bee toxicity - 0.6718 67.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9975 99.75%

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 98.01% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.69% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.71% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.49% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.50% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.50% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.09% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.49% 97.14%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL5028 O14672 ADAM10 87.62% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.07% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.90% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.18% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.56% 96.77%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.91% 88.84%
CHEMBL3401 O75469 Pregnane X receptor 81.75% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.53% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.39% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.28% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.66% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.18% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.09% 89.05%

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.
Khaya senegalensis

Cross-Links

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PubChem 75149539
LOTUS LTS0265828
wikiData Q105137573