(2R,4aS,6aR,6aS,6bR,8aR,9S,10R,12aR,14bR)-10-acetyloxy-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,9-dicarboxylic acid

Details

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Internal ID 727020bd-3e64-4b62-af3b-e6d59bcec550
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aS,6aR,6aS,6bR,8aR,9S,10R,12aR,14bR)-10-acetyloxy-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,9-dicarboxylic acid
SMILES (Canonical) CC(=O)OC1CCC2(C(C1(C)C(=O)O)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1CC[C@]2([C@H]([C@]1(C)C(=O)O)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)O)C)C)C)C
InChI InChI=1S/C32H48O6/c1-19(33)38-24-11-12-29(4)22-9-8-20-21-18-28(3,25(34)35)15-14-27(21,2)16-17-30(20,5)31(22,6)13-10-23(29)32(24,7)26(36)37/h8,21-24H,9-18H2,1-7H3,(H,34,35)(H,36,37)/t21-,22+,23+,24+,27+,28+,29+,30+,31+,32-/m0/s1
InChI Key UFBADNGLONOAHT-GEHWIPNRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H48O6
Molecular Weight 528.70 g/mol
Exact Mass 528.34508925 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.87
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aS,6aR,6aS,6bR,8aR,9S,10R,12aR,14bR)-10-acetyloxy-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,9-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 - 0.6994 69.94%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8773 87.73%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.7375 73.75%
OATP1B3 inhibitior - 0.4479 44.79%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7342 73.42%
BSEP inhibitior + 0.9274 92.74%
P-glycoprotein inhibitior + 0.6688 66.88%
P-glycoprotein substrate - 0.7990 79.90%
CYP3A4 substrate + 0.6656 66.56%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.8818 88.18%
CYP3A4 inhibition - 0.7967 79.67%
CYP2C9 inhibition - 0.8824 88.24%
CYP2C19 inhibition - 0.9288 92.88%
CYP2D6 inhibition - 0.9587 95.87%
CYP1A2 inhibition - 0.5270 52.70%
CYP2C8 inhibition + 0.4701 47.01%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.5930 59.30%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9332 93.32%
Skin irritation + 0.6209 62.09%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4683 46.83%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7342 73.42%
skin sensitisation - 0.7322 73.22%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6755 67.55%
Acute Oral Toxicity (c) III 0.3537 35.37%
Estrogen receptor binding + 0.6115 61.15%
Androgen receptor binding + 0.6821 68.21%
Thyroid receptor binding + 0.5563 55.63%
Glucocorticoid receptor binding + 0.8241 82.41%
Aromatase binding + 0.7699 76.99%
PPAR gamma + 0.6556 65.56%
Honey bee toxicity - 0.8015 80.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6150 61.50%
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 97.75% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.67% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.96% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.68% 91.19%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.82% 94.78%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.49% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.05% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.72% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.36% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.94% 97.09%
CHEMBL2581 P07339 Cathepsin D 81.88% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 81.60% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.50% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.50% 96.77%
CHEMBL5028 O14672 ADAM10 80.21% 97.50%

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.
Mukdenia rossii

Cross-Links

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PubChem 44254604
LOTUS LTS0245951
wikiData Q105271269