Octadecanoic acid 1beta-hydroxyurs-9(11),12-diene-3beta-yl ester

Details

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Internal ID afd5a0cb-e010-4003-9fe7-cc33c0d17852
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3S,4aS,6aS,6bR,8aR,11R,12S,12aR,14bS)-1-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a-dodecahydro-1H-picen-3-yl] octadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCCCC(=O)OC1CC(C2(C(C1(C)C)CCC3(C2=CC=C4C3(CCC5(C4C(C(CC5)C)C)C)C)C)C)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCCC(=O)O[C@H]1C[C@H]([C@]2([C@H](C1(C)C)CC[C@@]3(C2=CC=C4[C@]3(CC[C@@]5([C@H]4[C@H]([C@@H](CC5)C)C)C)C)C)C)O
InChI InChI=1S/C48H82O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-42(50)51-41-34-40(49)48(9)38(44(41,4)5)29-31-47(8)39(48)27-26-37-43-36(3)35(2)28-30-45(43,6)32-33-46(37,47)7/h26-27,35-36,38,40-41,43,49H,10-25,28-34H2,1-9H3/t35-,36+,38+,40-,41+,43+,45-,46-,47-,48+/m1/s1
InChI Key APLACDBFAVKPCW-CCXVAZKESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O3
Molecular Weight 707.20 g/mol
Exact Mass 706.62639647 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 16.70
Atomic LogP (AlogP) 13.73
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Octadecanoic acid 1beta-hydroxyurs-9(11),12-diene-3beta-yl ester

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 - 0.8111 81.11%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7075 70.75%
OATP2B1 inhibitior - 0.5688 56.88%
OATP1B1 inhibitior + 0.8428 84.28%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9553 95.53%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate + 0.6014 60.14%
CYP3A4 substrate + 0.7163 71.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7081 70.81%
CYP2C9 inhibition - 0.8037 80.37%
CYP2C19 inhibition - 0.6696 66.96%
CYP2D6 inhibition - 0.9251 92.51%
CYP1A2 inhibition - 0.8962 89.62%
CYP2C8 inhibition + 0.6873 68.73%
CYP inhibitory promiscuity - 0.7490 74.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.5738 57.38%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9019 90.19%
Skin irritation + 0.6277 62.77%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3933 39.33%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6358 63.58%
skin sensitisation - 0.6103 61.03%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8676 86.76%
Acute Oral Toxicity (c) III 0.6731 67.31%
Estrogen receptor binding + 0.7251 72.51%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6823 68.23%
Aromatase binding + 0.6245 62.45%
PPAR gamma + 0.6463 64.63%
Honey bee toxicity - 0.8215 82.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7938 79.38%
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 97.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.67% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.11% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.92% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.88% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.64% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 93.14% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.18% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.10% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 89.91% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.25% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.04% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.00% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 88.47% 97.79%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.42% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.32% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.84% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.48% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.76% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.15% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.93% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.09% 95.50%

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.
Achillea tuzsonii
Asplenium septentrionale
Brachylaena ramiflora
Coespeletia moritziana
Colliguaja salicifolia
Kielmeyera albopunctata
Nuxia oppositifolia
Orbivestus leopoldii
Saussurea parviflora

Cross-Links

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PubChem 12085701
NPASS NPC38639
LOTUS LTS0054452
wikiData Q104916384