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

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 6ffc79f9-a709-4c69-8b75-c9c09a317514
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-2,5-dihydroxy-6-methylhept-6-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(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)O)O
SMILES (Isomeric) CC(=C)[C@@H](CC[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)O
InChI InChI=1S/C32H54O4/c1-20(2)24(34)13-19-32(9,35)23-12-17-30(7)22(23)10-11-26-29(6)16-15-27(36-21(3)33)28(4,5)25(29)14-18-31(26,30)8/h22-27,34-35H,1,10-19H2,2-9H3/t22-,23+,24-,25+,26-,27+,29+,30-,31-,32+/m1/s1
InChI Key PVWNWYNTTIKTHH-DLZPUOBYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O4
Molecular Weight 502.80 g/mol
Exact Mass 502.40221020 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.07
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

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,5R)-2,5-dihydroxy-6-methylhept-6-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 + 0.9929 99.29%
Caco-2 - 0.6991 69.91%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8060 80.60%
OATP2B1 inhibitior - 0.5650 56.50%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior - 0.5539 55.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4887 48.87%
P-glycoprotein inhibitior - 0.4738 47.38%
P-glycoprotein substrate - 0.7092 70.92%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.7123 71.23%
CYP2C9 inhibition - 0.8513 85.13%
CYP2C19 inhibition - 0.8775 87.75%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.9074 90.74%
CYP2C8 inhibition + 0.4851 48.51%
CYP inhibitory promiscuity - 0.7830 78.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7042 70.42%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9226 92.26%
Skin irritation + 0.6573 65.73%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4094 40.94%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.6471 64.71%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7776 77.76%
Acute Oral Toxicity (c) I 0.5254 52.54%
Estrogen receptor binding + 0.5959 59.59%
Androgen receptor binding + 0.7242 72.42%
Thyroid receptor binding + 0.5385 53.85%
Glucocorticoid receptor binding + 0.6430 64.30%
Aromatase binding + 0.7404 74.04%
PPAR gamma + 0.6423 64.23%
Honey bee toxicity - 0.6315 63.15%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
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 98.65% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.61% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.67% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.78% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.40% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.36% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.81% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.44% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 87.69% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.77% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.58% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.37% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.56% 97.14%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.39% 96.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.62% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.24% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.36% 93.04%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.16% 85.31%
CHEMBL5028 O14672 ADAM10 80.59% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.54% 97.79%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.23% 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.
Boswellia sacra

Cross-Links

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PubChem 162969349
LOTUS LTS0001533
wikiData Q105215650