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methyl (1S,2S,3S,4R,7S,8E,10R,12R,13R,14S,16R,17R)-2,12,14,16-tetraacetyloxy-3-hydroxy-10-[(3S)-3-hydroxybutanoyl]oxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-8-ene-9-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 9d44410e-9e35-49f3-bfea-0ad72fc9aa3f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1S,2S,3S,4R,7S,8E,10R,12R,13R,14S,16R,17R)-2,12,14,16-tetraacetyloxy-3-hydroxy-10-[(3S)-3-hydroxybutanoyl]oxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-8-ene-9-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H46O16/c1-14(34)10-27(39)48-23-13-25(46-19(6)37)32(8)24(45-18(5)36)12-22(44-17(4)35)15(2)28(32)29(47-20(7)38)33(42)16(3)30(40)49-26(33)11-21(23)31(41)43-9/h11,14-16,22-26,28-29,34,42H,10,12-13H2,1-9H3/b21-11+/t14-,15-,16-,22+,23+,24-,25+,26-,28+,29-,32+,33-/m0/s1
InChI Key NLVDFRXIQXRBLT-LHNLHTRRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O16
Molecular Weight 698.70 g/mol
Exact Mass 698.27858538 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 16
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,3S,4R,7S,8E,10R,12R,13R,14S,16R,17R)-2,12,14,16-tetraacetyloxy-3-hydroxy-10-[(3S)-3-hydroxybutanoyl]oxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-8-ene-9-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 - 0.8123 81.23%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5953 59.53%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.8546 85.46%
OATP1B3 inhibitior + 0.8674 86.74%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9236 92.36%
P-glycoprotein inhibitior + 0.8276 82.76%
P-glycoprotein substrate + 0.7256 72.56%
CYP3A4 substrate + 0.7093 70.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9076 90.76%
CYP3A4 inhibition - 0.7725 77.25%
CYP2C9 inhibition - 0.9224 92.24%
CYP2C19 inhibition - 0.9223 92.23%
CYP2D6 inhibition - 0.9574 95.74%
CYP1A2 inhibition - 0.8175 81.75%
CYP2C8 inhibition + 0.5564 55.64%
CYP inhibitory promiscuity - 0.9239 92.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4948 49.48%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.5415 54.15%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5983 59.83%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5515 55.15%
skin sensitisation - 0.7714 77.14%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6188 61.88%
Acute Oral Toxicity (c) I 0.3497 34.97%
Estrogen receptor binding + 0.7811 78.11%
Androgen receptor binding + 0.6871 68.71%
Thyroid receptor binding - 0.5340 53.40%
Glucocorticoid receptor binding + 0.7780 77.80%
Aromatase binding + 0.6542 65.42%
PPAR gamma + 0.7213 72.13%
Honey bee toxicity - 0.6396 63.96%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9423 94.23%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.79% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.96% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.76% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 88.86% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.15% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.69% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.64% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.06% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.81% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.44% 95.71%
CHEMBL4208 P20618 Proteasome component C5 82.29% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.71% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.56% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.56% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.64% 95.50%
CHEMBL2535 P11166 Glucose transporter 80.62% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.57% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.51% 96.90%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.23% 82.50%

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.
There are no matching plants.

Cross-Links

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PubChem 162989530
LOTUS LTS0056758
wikiData Q105181589