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alisol B 23-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 5913a9c5-1a4c-479f-8bb2-2b2c8bf3e621
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,3R)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-[(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]butyl] acetate
SMILES (Canonical) CC(CC(C1C(O1)(C)C)OC(=O)C)C2=C3CC(C4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)C)C)O
SMILES (Isomeric) C[C@H](C[C@@H]([C@@H]1C(O1)(C)C)OC(=O)C)C2=C3C[C@@H]([C@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@@]4([C@]3(CC2)C)C)(C)C)C)O
InChI InChI=1S/C32H50O5/c1-18(16-23(36-19(2)33)27-29(5,6)37-27)20-10-14-31(8)21(20)17-22(34)26-30(7)13-12-25(35)28(3,4)24(30)11-15-32(26,31)9/h18,22-24,26-27,34H,10-17H2,1-9H3/t18-,22+,23+,24+,26+,27-,30+,31+,32+/m1/s1
InChI Key NLOAQXKIIGTTRE-JSWHPQHOSA-N
Popularity 59 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O5
Molecular Weight 514.70 g/mol
Exact Mass 514.36582469 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.41
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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26575-95-1
23-O-Acetylalisol B
[(1S,3R)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-[(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]butyl] acetate
Dammar-13(17)-en-3-one, 23-(acetyloxy)-24,25-epoxy-11-hydroxy-, (8alpha,9beta,11beta,14beta,23S,24R)-
23-acetylalisol B
72Y3NE3ZV8
((1S,3R)-1-((2R)-3,3-dimethyloxiran-2-yl)-3-((5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta(a)phenanthren-17-yl)butyl) acetate
RefChem:26845
(3S,5R)-3-(3,3-dimethyloxiran-2-yl)-3-hydroxy-5-((8S,9R,10S,11S,14R)-11-hydroxy-4,4,10,14-tetramethyl-3-oxo-2,5,6,7,8,9,11,12,15,16-decahydro-1H-cyclopenta(a)phenanthren-17-yl)hexanoic acid
8alpha,9beta,14beta-Dammar-13(17)-en-3-one, 24,25-epoxy-11beta,23-dihydroxy-, 23-acetate, (23S,24R)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of alisol B 23-acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9841 98.41%
Caco-2 - 0.6765 67.65%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7512 75.12%
OATP2B1 inhibitior - 0.7150 71.50%
OATP1B1 inhibitior + 0.8082 80.82%
OATP1B3 inhibitior + 0.8647 86.47%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7543 75.43%
P-glycoprotein inhibitior + 0.6492 64.92%
P-glycoprotein substrate - 0.5960 59.60%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8504 85.04%
CYP3A4 inhibition - 0.5753 57.53%
CYP2C9 inhibition - 0.7414 74.14%
CYP2C19 inhibition - 0.8153 81.53%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.7266 72.66%
CYP2C8 inhibition + 0.5367 53.67%
CYP inhibitory promiscuity - 0.8846 88.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9212 92.12%
Skin irritation + 0.6401 64.01%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4490 44.90%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8076 80.76%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7776 77.76%
Acute Oral Toxicity (c) III 0.4326 43.26%
Estrogen receptor binding + 0.6870 68.70%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding + 0.5948 59.48%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding + 0.7257 72.57%
PPAR gamma + 0.5568 55.68%
Honey bee toxicity - 0.7390 73.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9926 99.26%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL204 P00734 Thrombin 91.80% 96.01%
CHEMBL3837 P07711 Cathepsin L 91.21% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.88% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.49% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.93% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.93% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.86% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.17% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.15% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.14% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.65% 90.08%

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.
Alisma plantago-aquatica
Alisma plantago-aquatica subsp. orientale

Cross-Links

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PubChem 14036811
NPASS NPC96253
LOTUS LTS0257510
wikiData Q63398016