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methyl (1R,3R,7S,8S,9R)-7-acetyloxy-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypenta-1,3-dienyl]-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-4-ene-4-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 286aad1f-6e1c-4114-9823-c45bba4623f6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,3R,7S,8S,9R)-7-acetyloxy-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypenta-1,3-dienyl]-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-4-ene-4-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H38O14/c1-14(23(36)41-25-22(35)21(34)20(33)18(13-30)40-25)6-5-9-27(3)19-8-10-28(26(38)43-27)12-17(32)16(24(37)39-4)7-11-29(19,28)42-15(2)31/h5-7,9,17-22,25,30,32-35H,8,10-13H2,1-4H3/b9-5+,14-6+/t17-,18-,19+,20-,21+,22-,25+,27-,28+,29+/m1/s1
InChI Key YCULWXORRYUUAK-OSXNYERISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O14
Molecular Weight 610.60 g/mol
Exact Mass 610.22615588 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,3R,7S,8S,9R)-7-acetyloxy-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypenta-1,3-dienyl]-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-4-ene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7160 71.60%
Caco-2 - 0.8567 85.67%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7248 72.48%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.8247 82.47%
OATP1B3 inhibitior + 0.9322 93.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7521 75.21%
BSEP inhibitior + 0.6484 64.84%
P-glycoprotein inhibitior + 0.7228 72.28%
P-glycoprotein substrate - 0.6139 61.39%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.9387 93.87%
CYP2C9 inhibition - 0.8676 86.76%
CYP2C19 inhibition - 0.9116 91.16%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.8963 89.63%
CYP2C8 inhibition + 0.6741 67.41%
CYP inhibitory promiscuity - 0.9643 96.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6888 68.88%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9212 92.12%
Skin irritation - 0.5583 55.83%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4700 47.00%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6169 61.69%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6427 64.27%
Acute Oral Toxicity (c) I 0.4905 49.05%
Estrogen receptor binding + 0.7755 77.55%
Androgen receptor binding + 0.6860 68.60%
Thyroid receptor binding + 0.5548 55.48%
Glucocorticoid receptor binding + 0.7766 77.66%
Aromatase binding + 0.6197 61.97%
PPAR gamma + 0.6484 64.84%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8601 86.01%

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 98.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.61% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.79% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.63% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.68% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.67% 85.14%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.87% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.97% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.45% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.02% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.46% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.44% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 84.34% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.66% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.48% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.96% 99.23%
CHEMBL5028 O14672 ADAM10 82.84% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.56% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.15% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.58% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.39% 94.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.85% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.34% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.04% 93.00%

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.
Larix kaempferi

Cross-Links

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PubChem 44421294
LOTUS LTS0191124
wikiData Q105346501