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methyl (1S,2R,3S,4R,7S,8E,12R,13S,14S,16S,17R)-2,12,14-triacetyloxy-3,16-dihydroxy-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 f75226b5-22a9-4799-8275-3d3317efa608
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1S,2R,3S,4R,7S,8E,12R,13S,14S,16S,17R)-2,12,14-triacetyloxy-3,16-dihydroxy-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-8-ene-9-carboxylate
SMILES (Canonical) CC1C(CC(C2(C1C(C3(C(C(=O)OC3C=C(CCC2OC(=O)C)C(=O)OC)C)O)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) C[C@H]1[C@H](C[C@@H]([C@]2([C@H]1[C@H]([C@@]3([C@H](C(=O)O[C@H]3/C=C(\CC[C@H]2OC(=O)C)/C(=O)OC)C)O)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C27H38O12/c1-12-18(31)11-20(37-15(4)29)26(6)19(36-14(3)28)9-8-17(25(33)35-7)10-21-27(34,13(2)24(32)39-21)23(22(12)26)38-16(5)30/h10,12-13,18-23,31,34H,8-9,11H2,1-7H3/b17-10+/t12-,13-,18-,19+,20-,21-,22+,23+,26-,27-/m0/s1
InChI Key VKCCOEOAHBBHMM-RKQHYBNTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O12
Molecular Weight 554.60 g/mol
Exact Mass 554.23632664 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2R,3S,4R,7S,8E,12R,13S,14S,16S,17R)-2,12,14-triacetyloxy-3,16-dihydroxy-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 + 0.9814 98.14%
Caco-2 - 0.7135 71.35%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6969 69.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8432 84.32%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.8673 86.73%
P-glycoprotein inhibitior + 0.7859 78.59%
P-glycoprotein substrate - 0.5544 55.44%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9076 90.76%
CYP3A4 inhibition - 0.8335 83.35%
CYP2C9 inhibition - 0.9187 91.87%
CYP2C19 inhibition - 0.9200 92.00%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.7089 70.89%
CYP2C8 inhibition + 0.4439 44.39%
CYP inhibitory promiscuity - 0.9574 95.74%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4879 48.79%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.8885 88.85%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8734 87.34%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5308 53.08%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5585 55.85%
skin sensitisation - 0.8092 80.92%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5855 58.55%
Acute Oral Toxicity (c) III 0.2753 27.53%
Estrogen receptor binding + 0.8308 83.08%
Androgen receptor binding + 0.6471 64.71%
Thyroid receptor binding + 0.5146 51.46%
Glucocorticoid receptor binding + 0.7571 75.71%
Aromatase binding + 0.6338 63.38%
PPAR gamma + 0.7460 74.60%
Honey bee toxicity - 0.7250 72.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8296 82.96%

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 98.84% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.91% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 93.02% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.74% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.80% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.28% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.27% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 86.09% 83.82%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.27% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.40% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.92% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.69% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.65% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.57% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.07% 96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11135433
LOTUS LTS0001481
wikiData Q105287657