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3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(2S)-2-hydroxy-6-methylhept-5-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 9cd25e0e-4475-459a-8364-06b75c5651dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(2S)-2-hydroxy-6-methylhept-5-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(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)C
InChI InChI=1S/C35H56O7/c1-21(2)11-10-15-35(9,40)23-12-17-34(8)30(23)24(41-22(3)36)19-26-32(6)16-14-27(42-29(39)20-28(37)38)31(4,5)25(32)13-18-33(26,34)7/h11,23-27,30,40H,10,12-20H2,1-9H3,(H,37,38)/t23-,24+,25-,26+,27+,30-,32-,33+,34+,35-/m0/s1
InChI Key FYODXPUPZMUKOK-DHXCXNBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O7
Molecular Weight 588.80 g/mol
Exact Mass 588.40260412 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.10
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(2S)-2-hydroxy-6-methylhept-5-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 + 0.9924 99.24%
Caco-2 - 0.7738 77.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8460 84.60%
OATP2B1 inhibitior - 0.5667 56.67%
OATP1B1 inhibitior + 0.7887 78.87%
OATP1B3 inhibitior - 0.3894 38.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.8659 86.59%
P-glycoprotein inhibitior + 0.7923 79.23%
P-glycoprotein substrate - 0.6216 62.16%
CYP3A4 substrate + 0.7207 72.07%
CYP2C9 substrate - 0.6181 61.81%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.7784 77.84%
CYP2C9 inhibition - 0.8272 82.72%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9645 96.45%
CYP1A2 inhibition - 0.8830 88.30%
CYP2C8 inhibition + 0.5849 58.49%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6534 65.34%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9216 92.16%
Skin irritation + 0.6630 66.30%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6874 68.74%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7614 76.14%
skin sensitisation - 0.7400 74.00%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7351 73.51%
Acute Oral Toxicity (c) I 0.7806 78.06%
Estrogen receptor binding + 0.7056 70.56%
Androgen receptor binding + 0.6924 69.24%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7397 73.97%
Aromatase binding + 0.7859 78.59%
PPAR gamma + 0.6940 69.40%
Honey bee toxicity - 0.6405 64.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.80% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.56% 91.19%
CHEMBL5028 O14672 ADAM10 87.53% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.75% 94.62%
CHEMBL1914 P06276 Butyrylcholinesterase 86.72% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.33% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.12% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.99% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.78% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.25% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 84.94% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.70% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.27% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.75% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.22% 93.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.19% 82.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.10% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.99% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.81% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.77% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.30% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.72% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.61% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.18% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.39% 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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 101647894
LOTUS LTS0161024
wikiData Q105004610