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[(3S,5R,8R,9R,10R,13S,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 49561f66-7034-4200-8adc-b34a090058d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13S,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=CCCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)C
SMILES (Isomeric) CC(=CCCC(=C)[C@H]1CC[C@@]2([C@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)C
InChI InChI=1S/C32H52O2/c1-21(2)11-10-12-22(3)24-15-19-31(8)25(24)13-14-27-30(7)18-17-28(34-23(4)33)29(5,6)26(30)16-20-32(27,31)9/h11,24-28H,3,10,12-20H2,1-2,4-9H3/t24-,25+,26+,27-,28+,30+,31-,32-/m1/s1
InChI Key CRWQCIAHDTXLKB-ZRXRODBWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O2
Molecular Weight 468.80 g/mol
Exact Mass 468.396730897 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 10.50
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10R,13S,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 + 1.0000 100.00%
Caco-2 - 0.6103 61.03%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 0.7119 71.19%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior - 0.7148 71.48%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9347 93.47%
P-glycoprotein inhibitior + 0.7246 72.46%
P-glycoprotein substrate - 0.8469 84.69%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7614 76.14%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition + 0.6759 67.59%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8873 88.73%
CYP2C8 inhibition + 0.5400 54.00%
CYP inhibitory promiscuity - 0.6792 67.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5238 52.38%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8897 88.97%
Skin irritation + 0.5227 52.27%
Skin corrosion - 0.9822 98.22%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7742 77.42%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.9038 90.38%
skin sensitisation + 0.6342 63.42%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6481 64.81%
Acute Oral Toxicity (c) III 0.7714 77.14%
Estrogen receptor binding + 0.7612 76.12%
Androgen receptor binding + 0.7496 74.96%
Thyroid receptor binding + 0.6229 62.29%
Glucocorticoid receptor binding + 0.7993 79.93%
Aromatase binding + 0.7981 79.81%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.6127 61.27%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.01% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.41% 82.69%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.45% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.38% 91.24%
CHEMBL233 P35372 Mu opioid receptor 85.24% 97.93%
CHEMBL1937 Q92769 Histone deacetylase 2 85.05% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.97% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 84.67% 92.98%
CHEMBL240 Q12809 HERG 84.14% 89.76%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.91% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.06% 92.62%
CHEMBL2581 P07339 Cathepsin D 82.50% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.39% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.07% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.67% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.53% 91.07%
CHEMBL5028 O14672 ADAM10 81.04% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.79% 94.33%

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.
Olearia paniculata

Cross-Links

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PubChem 38359254
LOTUS LTS0138632
wikiData Q104968980