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methyl (1R,7S,8R,9R)-9-[(1E,3E)-5-[(2R)-2,3-dihydroxypropoxy]-4-methyl-5-oxopenta-1,3-dienyl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-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 af9e43d2-b1e3-4746-b37b-8a79b7213ad5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,7S,8R,9R)-9-[(1E,3E)-5-[(2R)-2,3-dihydroxypropoxy]-4-methyl-5-oxopenta-1,3-dienyl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-ene-4-carboxylate
SMILES (Canonical) CC(=CC=CC1(C2CCC3(C2(CCC(=CC3)C(=O)OC)O)C(=O)O1)C)C(=O)OCC(CO)O
SMILES (Isomeric) C/C(=C\C=C\[C@@]1([C@@H]2CC[C@@]3([C@@]2(CCC(=CC3)C(=O)OC)O)C(=O)O1)C)/C(=O)OC[C@@H](CO)O
InChI InChI=1S/C24H32O9/c1-15(19(27)32-14-17(26)13-25)5-4-9-22(2)18-8-11-23(21(29)33-22)10-6-16(20(28)31-3)7-12-24(18,23)30/h4-6,9,17-18,25-26,30H,7-8,10-14H2,1-3H3/b9-4+,15-5+/t17-,18+,22-,23-,24+/m1/s1
InChI Key JCLIEVRKSAIZLM-ZRSXLRGUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H32O9
Molecular Weight 464.50 g/mol
Exact Mass 464.20463259 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,7S,8R,9R)-9-[(1E,3E)-5-[(2R)-2,3-dihydroxypropoxy]-4-methyl-5-oxopenta-1,3-dienyl]-7-hydroxy-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-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 + 0.8260 82.60%
Caco-2 - 0.7080 70.80%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7624 76.24%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.7854 78.54%
P-glycoprotein inhibitior + 0.6637 66.37%
P-glycoprotein substrate - 0.6450 64.50%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition - 0.9329 93.29%
CYP2C9 inhibition - 0.8201 82.01%
CYP2C19 inhibition - 0.8236 82.36%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.7494 74.94%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9772 97.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7023 70.23%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9390 93.90%
Skin irritation - 0.6838 68.38%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6263 62.63%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6073 60.73%
skin sensitisation - 0.8839 88.39%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6348 63.48%
Acute Oral Toxicity (c) III 0.3410 34.10%
Estrogen receptor binding + 0.7518 75.18%
Androgen receptor binding + 0.6565 65.65%
Thyroid receptor binding + 0.6079 60.79%
Glucocorticoid receptor binding + 0.7375 73.75%
Aromatase binding + 0.6710 67.10%
PPAR gamma - 0.5908 59.08%
Honey bee toxicity - 0.7843 78.43%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.6890 68.90%

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 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.23% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.86% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.48% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.20% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 86.45% 83.82%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 84.77% 80.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.75% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.40% 91.07%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.28% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.59% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.44% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.23% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.85% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.68% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.69% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.32% 95.83%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.15% 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.
Pseudolarix amabilis

Cross-Links

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PubChem 162880550
LOTUS LTS0037581
wikiData Q105124938