Methyl 3-acetoxy-3-dehydroxyursolate

Details

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Internal ID 26bd16ac-e46e-4387-9aea-00bea69e0c73
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C(=O)OC
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](C5(C)C)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C(=O)OC
InChI InChI=1S/C33H52O4/c1-20-12-17-33(28(35)36-9)19-18-31(7)23(27(33)21(20)2)10-11-25-30(6)15-14-26(37-22(3)34)29(4,5)24(30)13-16-32(25,31)8/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24+,25-,26+,27+,30+,31-,32-,33+/m1/s1
InChI Key HLBZSQOUBVLLLL-CWCCKSQSSA-N
Popularity 2 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 8.20
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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Methyl 3-acetoxy-3-dehydroxyursolate

2D Structure

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2D Structure of Methyl 3-acetoxy-3-dehydroxyursolate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.6051 60.51%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8614 86.14%
OATP2B1 inhibitior - 0.7226 72.26%
OATP1B1 inhibitior + 0.7016 70.16%
OATP1B3 inhibitior + 0.9218 92.18%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8845 88.45%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate - 0.7382 73.82%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7119 71.19%
CYP2C9 inhibition - 0.8105 81.05%
CYP2C19 inhibition - 0.8417 84.17%
CYP2D6 inhibition - 0.9573 95.73%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.6331 63.31%
CYP inhibitory promiscuity - 0.9083 90.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8963 89.63%
Carcinogenicity (trinary) Non-required 0.6402 64.02%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.5869 58.69%
Skin corrosion - 0.9780 97.80%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6724 67.24%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6459 64.59%
skin sensitisation - 0.6284 62.84%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7112 71.12%
Acute Oral Toxicity (c) III 0.8325 83.25%
Estrogen receptor binding + 0.7682 76.82%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding + 0.6614 66.14%
Glucocorticoid receptor binding + 0.8323 83.23%
Aromatase binding + 0.7609 76.09%
PPAR gamma + 0.7067 70.67%
Honey bee toxicity - 0.7284 72.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9973 99.73%

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 97.00% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 94.13% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.54% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.23% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 89.07% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.32% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.16% 97.09%
CHEMBL5028 O14672 ADAM10 82.78% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.59% 93.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.55% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.40% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.28% 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.
Eucalyptus globulus
Lavandula gibsonii
Polylepis australis

Cross-Links

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PubChem 11443665
LOTUS LTS0066151
wikiData Q105030076