[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-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

Details

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Internal ID a099fd26-0f1b-45e7-8611-2ca968c7ad64
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-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(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O)C
SMILES (Isomeric) CC(=CCC[C@@](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)O)C
InChI InChI=1S/C32H54O3/c1-21(2)11-10-17-32(9,34)24-14-19-30(7)23(24)12-13-26-29(6)18-16-27(35-22(3)33)28(4,5)25(29)15-20-31(26,30)8/h11,23-27,34H,10,12-20H2,1-9H3/t23-,24+,25+,26-,27+,29+,30-,31-,32+/m1/s1
InChI Key QSUGODIDPUGIFV-UIODCXNPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O3
Molecular Weight 486.80 g/mol
Exact Mass 486.40729558 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 9.10
Atomic LogP (AlogP) 8.10
H-Bond Acceptor 3
H-Bond Donor 1
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,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-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 + 0.9974 99.74%
Caco-2 - 0.6320 63.20%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8369 83.69%
OATP2B1 inhibitior - 0.7082 70.82%
OATP1B1 inhibitior + 0.7952 79.52%
OATP1B3 inhibitior + 0.8490 84.90%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9229 92.29%
P-glycoprotein inhibitior + 0.6662 66.62%
P-glycoprotein substrate - 0.8679 86.79%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.8048 80.48%
CYP2C9 inhibition - 0.7695 76.95%
CYP2C19 inhibition - 0.7603 76.03%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.9431 94.31%
CYP2C8 inhibition + 0.4661 46.61%
CYP inhibitory promiscuity - 0.7551 75.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5970 59.70%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.9257 92.57%
Skin irritation + 0.6714 67.14%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7079 70.79%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8040 80.40%
skin sensitisation - 0.5718 57.18%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7822 78.22%
Acute Oral Toxicity (c) III 0.6547 65.47%
Estrogen receptor binding + 0.7150 71.50%
Androgen receptor binding + 0.7130 71.30%
Thyroid receptor binding + 0.6173 61.73%
Glucocorticoid receptor binding + 0.7401 74.01%
Aromatase binding + 0.8081 80.81%
PPAR gamma + 0.7157 71.57%
Honey bee toxicity - 0.6223 62.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9961 99.61%

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 96.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.76% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.13% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.21% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.63% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.99% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.01% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.47% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.94% 100.00%
CHEMBL5028 O14672 ADAM10 82.16% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.95% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.71% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.59% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.50% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.22% 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.
Boswellia sacra

Cross-Links

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PubChem 14137677
LOTUS LTS0025427
wikiData Q105227379