alpha-Amyrin acetate

Details

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Internal ID 6e06c4cc-e41b-4eb6-87b0-a548a6c48aca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl) acetate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C
InChI InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h10,20-21,24-27H,11-19H2,1-9H3
InChI Key UDXDFWBZZQHDRO-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O2
Molecular Weight 468.80 g/mol
Exact Mass 468.396730897 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 9.60
Atomic LogP (AlogP) 8.60
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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Amyrin acetate
Urs-12-en-3.beta.-ol, acetate
(4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl) acetate
.alpha.-Amyrin acetate
.alpha.-Amyrenyl acetate
Urs-12-en-3-ol, acetate, (3.beta.)-
Urs-12-en-3-yl acetate #
Urs-12-en-3beta-ol, acetate
-amyrenyl acetate
NSC-160881
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of alpha-Amyrin acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5135 51.35%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7182 71.82%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.7571 75.71%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7682 76.82%
P-glycoprotein inhibitior + 0.5831 58.31%
P-glycoprotein substrate - 0.8352 83.52%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8326 83.26%
CYP2C9 inhibition - 0.8546 85.46%
CYP2C19 inhibition + 0.7404 74.04%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.8654 86.54%
CYP2C8 inhibition + 0.5543 55.43%
CYP inhibitory promiscuity - 0.8356 83.56%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.4710 47.10%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9299 92.99%
Skin irritation + 0.5106 51.06%
Skin corrosion - 0.9867 98.67%
Ames mutagenesis - 0.8023 80.23%
Human Ether-a-go-go-Related Gene inhibition + 0.6672 66.72%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7209 72.09%
skin sensitisation + 0.6846 68.46%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6187 61.87%
Acute Oral Toxicity (c) III 0.8704 87.04%
Estrogen receptor binding + 0.7909 79.09%
Androgen receptor binding + 0.7192 71.92%
Thyroid receptor binding + 0.6688 66.88%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.7161 71.61%
PPAR gamma + 0.6521 65.21%
Honey bee toxicity - 0.7810 78.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6095 60.95%
Fish aquatic toxicity + 0.9965 99.65%

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 95.98% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.58% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.49% 82.69%
CHEMBL2581 P07339 Cathepsin D 87.08% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.79% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.63% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.58% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.56% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.41% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.35% 92.94%

Cross-Links

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PubChem 293754
NPASS NPC25529
LOTUS LTS0185406
wikiData Q105270582