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methyl (1R,2S,4S,5R,9R,10R,13R,15S)-2,10-dihydroxy-5,9-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[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 6f36ada7-f405-4f37-ac70-266d60f062d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name methyl (1R,2S,4S,5R,9R,10R,13R,15S)-2,10-dihydroxy-5,9-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1C(=C)C2CCC3(C1(C2)C(CC4C3(CCCC4(C)C(=O)OC)C)O)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1C(=C)[C@@H]2CC[C@@]3([C@]1(C2)[C@H](C[C@H]4[C@]3(CCC[C@@]4(C)C(=O)OC)C)O)O
InChI InChI=1S/C26H38O6/c1-7-15(2)21(28)32-20-16(3)17-9-12-26(30)24(5)11-8-10-23(4,22(29)31-6)18(24)13-19(27)25(20,26)14-17/h7,17-20,27,30H,3,8-14H2,1-2,4-6H3/b15-7-/t17-,18-,19+,20+,23-,24-,25-,26-/m1/s1
InChI Key OUWGFCGQOKPDRE-BGKCHUKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O6
Molecular Weight 446.60 g/mol
Exact Mass 446.26683893 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,4S,5R,9R,10R,13R,15S)-2,10-dihydroxy-5,9-dimethyl-15-[(Z)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[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 + 0.9765 97.65%
Caco-2 - 0.6012 60.12%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6705 67.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8795 87.95%
OATP1B3 inhibitior - 0.3640 36.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7874 78.74%
BSEP inhibitior + 0.8217 82.17%
P-glycoprotein inhibitior - 0.4596 45.96%
P-glycoprotein substrate + 0.5268 52.68%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8097 80.97%
CYP2C9 inhibition - 0.6432 64.32%
CYP2C19 inhibition - 0.8038 80.38%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.7115 71.15%
CYP2C8 inhibition - 0.6267 62.67%
CYP inhibitory promiscuity - 0.9436 94.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6599 65.99%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8750 87.50%
Skin irritation + 0.5375 53.75%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3780 37.80%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5802 58.02%
skin sensitisation - 0.8129 81.29%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6519 65.19%
Acute Oral Toxicity (c) II 0.3763 37.63%
Estrogen receptor binding + 0.8473 84.73%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.5757 57.57%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.7441 74.41%
PPAR gamma + 0.5851 58.51%
Honey bee toxicity - 0.6616 66.16%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9959 99.59%

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 91.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.87% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.43% 82.69%
CHEMBL2581 P07339 Cathepsin D 87.24% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.24% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.74% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.74% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.56% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.45% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.89% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.80% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.22% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.86% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.78% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.95% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.80% 96.95%
CHEMBL1871 P10275 Androgen Receptor 82.75% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.73% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.83% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.76% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.31% 97.14%

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.
Filago congesta

Cross-Links

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PubChem 162996434
LOTUS LTS0198508
wikiData Q105200489