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[17-(5-hydroxy-6-methylhepta-1,6-dien-2-yl)-4,4,8,10,14-pentamethyl-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 21900ec1-c450-4c8d-a04f-948930b7c353
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [17-(5-hydroxy-6-methylhepta-1,6-dien-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=C)C(CCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O
SMILES (Isomeric) CC(=C)C(CCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O
InChI InChI=1S/C32H52O3/c1-20(2)25(34)12-10-21(3)23-14-18-31(8)24(23)11-13-27-30(7)17-16-28(35-22(4)33)29(5,6)26(30)15-19-32(27,31)9/h23-28,34H,1,3,10-19H2,2,4-9H3
InChI Key JQZGFSMFYISVKP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O3
Molecular Weight 484.80 g/mol
Exact Mass 484.39164552 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 9.60
Atomic LogP (AlogP) 7.88
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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143519-04-4
[(3S,5R,8R,9R,10R,13R,14R,17S)-17-(5-hydroxy-6-methylhepta-1,6-dien-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

2D Structure

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2D Structure of [17-(5-hydroxy-6-methylhepta-1,6-dien-2-yl)-4,4,8,10,14-pentamethyl-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 - 0.6930 69.30%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7878 78.78%
OATP2B1 inhibitior - 0.7068 70.68%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior - 0.2159 21.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4909 49.09%
P-glycoprotein inhibitior - 0.4302 43.02%
P-glycoprotein substrate - 0.7497 74.97%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.6801 68.01%
CYP2C9 inhibition - 0.8124 81.24%
CYP2C19 inhibition - 0.8279 82.79%
CYP2D6 inhibition - 0.9603 96.03%
CYP1A2 inhibition - 0.9556 95.56%
CYP2C8 inhibition + 0.4793 47.93%
CYP inhibitory promiscuity - 0.8589 85.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6097 60.97%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.8931 89.31%
Skin irritation + 0.5872 58.72%
Skin corrosion - 0.9644 96.44%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8323 83.23%
skin sensitisation + 0.4760 47.60%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6568 65.68%
Acute Oral Toxicity (c) I 0.6618 66.18%
Estrogen receptor binding + 0.6770 67.70%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.5606 56.06%
Glucocorticoid receptor binding + 0.7315 73.15%
Aromatase binding + 0.7516 75.16%
PPAR gamma + 0.6107 61.07%
Honey bee toxicity - 0.6508 65.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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 98.46% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.66% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.23% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.41% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.38% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 91.67% 92.98%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.53% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.07% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.20% 98.95%
CHEMBL233 P35372 Mu opioid receptor 88.55% 97.93%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 87.47% 97.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.60% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.29% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.24% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.40% 91.19%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.88% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.43% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.85% 92.62%
CHEMBL3524 P56524 Histone deacetylase 4 80.92% 92.97%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.89% 82.50%

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.
Microglossa pyrifolia

Cross-Links

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PubChem 92029835
LOTUS LTS0250999
wikiData Q105133767