2,2,6a,6b,9,9,12a-heptamethyl-5-(3-methylbut-2-enoyloxy)-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

Details

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Internal ID 28587210-1ed3-4456-9aa3-c8dd1f687f9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2,2,6a,6b,9,9,12a-heptamethyl-5-(3-methylbut-2-enoyloxy)-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC(=CC(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(=O)C4(C)C)C)C)C5C1(CCC(C5)(C)C)C(=O)O)C)C
SMILES (Isomeric) CC(=CC(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(=O)C4(C)C)C)C)C5C1(CCC(C5)(C)C)C(=O)O)C)C
InChI InChI=1S/C35H52O5/c1-21(2)18-28(37)40-27-20-34(9)22(23-19-30(3,4)16-17-35(23,27)29(38)39)10-11-25-32(7)14-13-26(36)31(5,6)24(32)12-15-33(25,34)8/h10,18,23-25,27H,11-17,19-20H2,1-9H3,(H,38,39)
InChI Key KMTIBOWLDRIQQB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O5
Molecular Weight 552.80 g/mol
Exact Mass 552.38147475 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.93
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,2,6a,6b,9,9,12a-heptamethyl-5-(3-methylbut-2-enoyloxy)-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 - 0.6350 63.50%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8962 89.62%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8444 84.44%
OATP1B3 inhibitior - 0.5942 59.42%
MATE1 inhibitior - 0.5200 52.00%
OCT2 inhibitior - 0.6321 63.21%
BSEP inhibitior + 0.9903 99.03%
P-glycoprotein inhibitior + 0.7633 76.33%
P-glycoprotein substrate - 0.6457 64.57%
CYP3A4 substrate + 0.6776 67.76%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.9141 91.41%
CYP3A4 inhibition - 0.8230 82.30%
CYP2C9 inhibition - 0.7889 78.89%
CYP2C19 inhibition - 0.8501 85.01%
CYP2D6 inhibition - 0.9627 96.27%
CYP1A2 inhibition - 0.5884 58.84%
CYP2C8 inhibition + 0.6190 61.90%
CYP inhibitory promiscuity - 0.9388 93.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6146 61.46%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9096 90.96%
Skin irritation + 0.5880 58.80%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6994 69.94%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7956 79.56%
skin sensitisation - 0.6365 63.65%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6711 67.11%
Acute Oral Toxicity (c) III 0.4698 46.98%
Estrogen receptor binding + 0.7563 75.63%
Androgen receptor binding + 0.7126 71.26%
Thyroid receptor binding + 0.6521 65.21%
Glucocorticoid receptor binding + 0.8234 82.34%
Aromatase binding + 0.7662 76.62%
PPAR gamma + 0.7341 73.41%
Honey bee toxicity - 0.7262 72.62%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
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 95.00% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.92% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.62% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.44% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.05% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.53% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.31% 98.95%
CHEMBL5028 O14672 ADAM10 81.93% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.83% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.32% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.18% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.68% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.44% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.20% 85.30%

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.
Lantana camara

Cross-Links

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PubChem 163008012
LOTUS LTS0041546
wikiData Q105143198