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methyl (1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-14-methylidene-15-(2-methylpropanoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

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 9dc342b4-1427-47d2-9de8-a5d2cc650ec9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name methyl (1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-14-methylidene-15-(2-methylpropanoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC(C)C(=O)OC1C(=C)C2CCC3C1(C2)CCC4C3(CCCC4(C)C(=O)OC)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1C(=C)[C@@H]2CC[C@@H]3[C@]1(C2)CC[C@H]4[C@]3(CCC[C@@]4(C)C(=O)OC)C
InChI InChI=1S/C25H38O4/c1-15(2)21(26)29-20-16(3)17-8-9-19-23(4)11-7-12-24(5,22(27)28-6)18(23)10-13-25(19,20)14-17/h15,17-20H,3,7-14H2,1-2,4-6H3/t17-,18+,19+,20+,23-,24-,25-/m1/s1
InChI Key XPIDVBXWDCTCDE-FQCFJLTISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O4
Molecular Weight 402.60 g/mol
Exact Mass 402.27700969 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.31
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 methyl (1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-14-methylidene-15-(2-methylpropanoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 + 0.5704 57.04%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7481 74.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8776 87.76%
OATP1B3 inhibitior + 0.8145 81.45%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5287 52.87%
P-glycoprotein inhibitior + 0.6426 64.26%
P-glycoprotein substrate - 0.6146 61.46%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8507 85.07%
CYP3A4 inhibition - 0.6730 67.30%
CYP2C9 inhibition - 0.6315 63.15%
CYP2C19 inhibition - 0.7497 74.97%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.7757 77.57%
CYP2C8 inhibition - 0.7850 78.50%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9220 92.20%
Carcinogenicity (trinary) Non-required 0.6409 64.09%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.7743 77.43%
Skin irritation - 0.5775 57.75%
Skin corrosion - 0.9688 96.88%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5395 53.95%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.6208 62.08%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7435 74.35%
Acute Oral Toxicity (c) III 0.6578 65.78%
Estrogen receptor binding + 0.8352 83.52%
Androgen receptor binding + 0.6470 64.70%
Thyroid receptor binding + 0.6671 66.71%
Glucocorticoid receptor binding + 0.8460 84.60%
Aromatase binding + 0.6334 63.34%
PPAR gamma + 0.6791 67.91%
Honey bee toxicity - 0.7401 74.01%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.71% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.17% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.69% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.05% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.85% 82.69%
CHEMBL4072 P07858 Cathepsin B 90.71% 93.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.20% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.59% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 88.07% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.66% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 87.56% 94.75%
CHEMBL268 P43235 Cathepsin K 87.41% 96.85%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.31% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.49% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.60% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.03% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.19% 96.47%
CHEMBL4040 P28482 MAP kinase ERK2 84.00% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.59% 97.14%
CHEMBL1075317 P61964 WD repeat-containing protein 5 83.23% 96.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.78% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.98% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.14% 91.24%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.09% 97.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.02% 93.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.01% 94.33%

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.
Mikania cordata

Cross-Links

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PubChem 162966742
LOTUS LTS0205569
wikiData Q105338377