methyl (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylate

Details

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Internal ID 2f4f519b-1df1-4f4e-96dd-af2618a9f6ad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)OC)OC(=O)C)C)C)C2C1C)C)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)OC)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C
InChI InChI=1S/C33H52O4/c1-20-12-15-29(4)18-19-31(6)23(27(29)21(20)2)10-11-24-30(5)16-14-26(37-22(3)34)33(8,28(35)36-9)25(30)13-17-32(24,31)7/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24-,25-,26-,27+,29-,30-,31-,32-,33-/m1/s1
InChI Key UWKPEQIWSIQPPF-RCIUJLRNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O4
Molecular Weight 512.80 g/mol
Exact Mass 512.38656014 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.6458 64.58%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7980 79.80%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior + 0.9566 95.66%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8651 86.51%
P-glycoprotein inhibitior + 0.7292 72.92%
P-glycoprotein substrate - 0.7039 70.39%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7745 77.45%
CYP2C9 inhibition - 0.8530 85.30%
CYP2C19 inhibition - 0.8920 89.20%
CYP2D6 inhibition - 0.9697 96.97%
CYP1A2 inhibition - 0.7318 73.18%
CYP2C8 inhibition + 0.5630 56.30%
CYP inhibitory promiscuity - 0.9296 92.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9063 90.63%
Carcinogenicity (trinary) Non-required 0.5932 59.32%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9144 91.44%
Skin irritation - 0.5288 52.88%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3874 38.74%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.7822 78.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6231 62.31%
Acute Oral Toxicity (c) III 0.6713 67.13%
Estrogen receptor binding + 0.7512 75.12%
Androgen receptor binding + 0.7269 72.69%
Thyroid receptor binding + 0.6464 64.64%
Glucocorticoid receptor binding + 0.8093 80.93%
Aromatase binding + 0.7161 71.61%
PPAR gamma + 0.7123 71.23%
Honey bee toxicity - 0.7944 79.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9957 99.57%

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 97.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.46% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.94% 82.69%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.54% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 85.56% 91.19%
CHEMBL5028 O14672 ADAM10 84.55% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.32% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.92% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.61% 97.14%

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 163195558
LOTUS LTS0138006
wikiData Q105280431