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[5-(7-acetyloxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl)-2-(2-hydroxypropan-2-yl)oxan-3-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 b273d396-7bdb-46c1-9d8b-de0252a7dd6a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [5-(7-acetyloxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl)-2-(2-hydroxypropan-2-yl)oxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(COC1C(C)(C)O)C2C(=O)C=C3C2(CCC4C3(C(CC5C4(C=CC(=O)C5(C)C)C)OC(=O)C)C)C
SMILES (Isomeric) CC(=O)OC1CC(COC1C(C)(C)O)C2C(=O)C=C3C2(CCC4C3(C(CC5C4(C=CC(=O)C5(C)C)C)OC(=O)C)C)C
InChI InChI=1S/C34H48O8/c1-18(35)41-22-14-20(17-40-29(22)31(5,6)39)28-21(37)15-25-33(28,8)12-10-23-32(7)13-11-26(38)30(3,4)24(32)16-27(34(23,25)9)42-19(2)36/h11,13,15,20,22-24,27-29,39H,10,12,14,16-17H2,1-9H3
InChI Key KPBCEIVVTCRNGJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O8
Molecular Weight 584.70 g/mol
Exact Mass 584.33491849 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-(7-acetyloxy-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-17-yl)-2-(2-hydroxypropan-2-yl)oxan-3-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 + 0.9758 97.58%
Caco-2 - 0.7888 78.88%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.7761 77.61%
OATP1B3 inhibitior + 0.8765 87.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9399 93.99%
P-glycoprotein inhibitior + 0.8099 80.99%
P-glycoprotein substrate + 0.5551 55.51%
CYP3A4 substrate + 0.7448 74.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.8776 87.76%
CYP2C9 inhibition - 0.7768 77.68%
CYP2C19 inhibition - 0.9011 90.11%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition - 0.6772 67.72%
CYP2C8 inhibition + 0.6794 67.94%
CYP inhibitory promiscuity - 0.8699 86.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5879 58.79%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9161 91.61%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3974 39.74%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6665 66.65%
skin sensitisation - 0.8604 86.04%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6878 68.78%
Acute Oral Toxicity (c) III 0.4223 42.23%
Estrogen receptor binding + 0.7644 76.44%
Androgen receptor binding + 0.7232 72.32%
Thyroid receptor binding + 0.5976 59.76%
Glucocorticoid receptor binding + 0.7566 75.66%
Aromatase binding + 0.7069 70.69%
PPAR gamma + 0.6859 68.59%
Honey bee toxicity - 0.7483 74.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9793 97.93%

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 94.31% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.15% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.63% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.18% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.31% 99.23%
CHEMBL2581 P07339 Cathepsin D 90.68% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.26% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.26% 94.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.64% 96.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.88% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.66% 89.00%
CHEMBL5028 O14672 ADAM10 87.76% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.26% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.16% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.16% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.48% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 84.56% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.17% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.77% 94.08%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.64% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.58% 90.93%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.19% 94.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.66% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.25% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.17% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.67% 92.94%

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 grandifoliola

Cross-Links

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PubChem 162912699
LOTUS LTS0110510
wikiData Q105144089