1-O-methyl 3-O-[(1S,2S,7S,9S,10S,13S)-2,6,6-trimethyl-12-methylidene-9-tetracyclo[11.2.1.01,10.02,7]hexadecanyl] propanedioate

Details

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Internal ID 728f65cd-6a83-453d-b17a-2f2be562bab5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Stemarane diterpenoids
IUPAC Name 1-O-methyl 3-O-[(1S,2S,7S,9S,10S,13S)-2,6,6-trimethyl-12-methylidene-9-tetracyclo[11.2.1.01,10.02,7]hexadecanyl] propanedioate
SMILES (Canonical) CC1(CCCC2(C1CC(C3C24CCC(C4)C(=C)C3)OC(=O)CC(=O)OC)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1C[C@@H]([C@@H]3[C@@]24CC[C@@H](C4)C(=C)C3)OC(=O)CC(=O)OC)(C)C
InChI InChI=1S/C24H36O4/c1-15-11-17-18(28-21(26)13-20(25)27-5)12-19-22(2,3)8-6-9-23(19,4)24(17)10-7-16(15)14-24/h16-19H,1,6-14H2,2-5H3/t16-,17+,18-,19-,23-,24-/m0/s1
InChI Key SKPFMEIKMTZMSG-CPSJUSPYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O4
Molecular Weight 388.50 g/mol
Exact Mass 388.26135963 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.06
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-methyl 3-O-[(1S,2S,7S,9S,10S,13S)-2,6,6-trimethyl-12-methylidene-9-tetracyclo[11.2.1.01,10.02,7]hexadecanyl] propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 + 0.5938 59.38%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7054 70.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior - 0.2480 24.80%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4775 47.75%
P-glycoprotein inhibitior + 0.6241 62.41%
P-glycoprotein substrate - 0.6104 61.04%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.8115 81.15%
CYP2C9 inhibition - 0.6824 68.24%
CYP2C19 inhibition - 0.7431 74.31%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.8286 82.86%
CYP2C8 inhibition + 0.5859 58.59%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9220 92.20%
Carcinogenicity (trinary) Non-required 0.6461 64.61%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.8091 80.91%
Skin irritation - 0.6224 62.24%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3632 36.32%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7210 72.10%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6163 61.63%
Acute Oral Toxicity (c) III 0.4338 43.38%
Estrogen receptor binding + 0.7671 76.71%
Androgen receptor binding + 0.6313 63.13%
Thyroid receptor binding + 0.6567 65.67%
Glucocorticoid receptor binding + 0.8891 88.91%
Aromatase binding + 0.7493 74.93%
PPAR gamma + 0.6800 68.00%
Honey bee toxicity - 0.8371 83.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
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 97.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.95% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.81% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.64% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 91.62% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.33% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.81% 82.69%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.64% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.32% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.92% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.76% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.37% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.82% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.59% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.39% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.96% 95.71%
CHEMBL1871 P10275 Androgen Receptor 80.86% 96.43%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.64% 96.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.61% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.40% 94.33%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%

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.
Calceolaria dentata

Cross-Links

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PubChem 163063881
LOTUS LTS0081835
wikiData Q105254970