2-Methyl-6-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)hept-2-enoic acid

Details

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Internal ID 3a76e442-f339-426e-b789-1508268a1506
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-methyl-6-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)hept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C
SMILES (Isomeric) CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C
InChI InChI=1S/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10,19,21,24H,8-9,11-18H2,1-7H3,(H,32,33)
InChI Key KDCSSVADTHDYGI-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O3
Molecular Weight 454.70 g/mol
Exact Mass 454.34469533 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Methyl-6-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)hept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.5289 52.89%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8451 84.51%
OATP2B1 inhibitior - 0.7244 72.44%
OATP1B1 inhibitior + 0.7137 71.37%
OATP1B3 inhibitior + 0.8116 81.16%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9153 91.53%
P-glycoprotein inhibitior + 0.6571 65.71%
P-glycoprotein substrate - 0.7170 71.70%
CYP3A4 substrate + 0.6415 64.15%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.9114 91.14%
CYP3A4 inhibition - 0.8453 84.53%
CYP2C9 inhibition - 0.9061 90.61%
CYP2C19 inhibition - 0.8811 88.11%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.8855 88.55%
CYP2C8 inhibition - 0.5904 59.04%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6157 61.57%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9296 92.96%
Skin irritation + 0.6971 69.71%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6903 69.03%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6447 64.47%
skin sensitisation - 0.5681 56.81%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7159 71.59%
Acute Oral Toxicity (c) III 0.8303 83.03%
Estrogen receptor binding + 0.7741 77.41%
Androgen receptor binding + 0.7523 75.23%
Thyroid receptor binding + 0.7411 74.11%
Glucocorticoid receptor binding + 0.8231 82.31%
Aromatase binding + 0.8075 80.75%
PPAR gamma + 0.7177 71.77%
Honey bee toxicity - 0.8635 86.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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
CHEMBL2581 P07339 Cathepsin D 96.94% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.83% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.21% 93.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.50% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.87% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 87.22% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.07% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.53% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.43% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.37% 99.23%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.36% 95.69%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.98% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.91% 97.09%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.65% 98.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.96% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.68% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.34% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.80% 93.56%
CHEMBL1907 P15144 Aminopeptidase N 81.54% 93.31%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.33% 82.69%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.80% 96.03%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.15% 95.17%

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.
Kadsura induta
Pistacia mexicana
Schisandra propinqua

Cross-Links

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PubChem 53427596
LOTUS LTS0249836
wikiData Q105139086