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3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

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 6911b96b-28d0-4943-89ff-352be0ba02cb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)O
SMILES (Isomeric) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)O
InChI InChI=1S/C35H56O8/c1-20(2)23(37)11-17-35(9,41)22-10-15-34(8)30(22)24(42-21(3)36)18-26-32(6)14-13-27(43-29(40)19-28(38)39)31(4,5)25(32)12-16-33(26,34)7/h22-27,30,37,41H,1,10-19H2,2-9H3,(H,38,39)
InChI Key OPZZIOQITZJLAK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O8
Molecular Weight 604.80 g/mol
Exact Mass 604.39751874 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.07
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.8131 81.31%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8160 81.60%
OATP2B1 inhibitior - 0.5621 56.21%
OATP1B1 inhibitior + 0.8277 82.77%
OATP1B3 inhibitior - 0.5435 54.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.6289 62.89%
P-glycoprotein inhibitior + 0.7330 73.30%
P-glycoprotein substrate + 0.5656 56.56%
CYP3A4 substrate + 0.7330 73.30%
CYP2C9 substrate - 0.8176 81.76%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.7065 70.65%
CYP2C9 inhibition - 0.8122 81.22%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.9622 96.22%
CYP1A2 inhibition - 0.8742 87.42%
CYP2C8 inhibition + 0.5880 58.80%
CYP inhibitory promiscuity - 0.8740 87.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6730 67.30%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9136 91.36%
Skin irritation + 0.6477 64.77%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4299 42.99%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7763 77.63%
skin sensitisation - 0.7359 73.59%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7303 73.03%
Acute Oral Toxicity (c) I 0.7781 77.81%
Estrogen receptor binding + 0.6625 66.25%
Androgen receptor binding + 0.7033 70.33%
Thyroid receptor binding - 0.5322 53.22%
Glucocorticoid receptor binding + 0.6744 67.44%
Aromatase binding + 0.7185 71.85%
PPAR gamma + 0.6860 68.60%
Honey bee toxicity - 0.6444 64.44%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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 98.50% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.12% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.62% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.80% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 93.19% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.60% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.42% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.01% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.06% 100.00%
CHEMBL5028 O14672 ADAM10 86.36% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.00% 96.38%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.45% 94.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.36% 89.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.97% 82.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.95% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.29% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.15% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.13% 96.47%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.73% 94.08%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.79% 94.97%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.67% 95.58%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.64% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.10% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.38% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.22% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.18% 91.07%

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.
Betula pendula

Cross-Links

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PubChem 74202879
LOTUS LTS0139317
wikiData Q105196671