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[2-[[(1S,2S,3R,4R,7R,8S,10E,12S,13R,14S)-2,14-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-12-yl]oxy]-2-oxoethyl] 3-methylbutanoate

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 106b8bad-933f-43cd-9902-4177b28a024a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [2-[[(1S,2S,3R,4R,7R,8S,10E,12S,13R,14S)-2,14-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-12-yl]oxy]-2-oxoethyl] 3-methylbutanoate
SMILES (Canonical) CC1C(=O)OC2C1(C(C3C(=C)CCC(C3(C(C=CC(=C)C2Cl)OC(=O)COC(=O)CC(C)C)C)OC(=O)C)OC(=O)C)O
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]2[C@@]1([C@H]([C@H]3C(=C)CC[C@@H]([C@@]3([C@H](/C=C/C(=C)[C@@H]2Cl)OC(=O)COC(=O)CC(C)C)C)OC(=O)C)OC(=O)C)O
InChI InChI=1S/C31H41ClO11/c1-15(2)13-23(35)39-14-24(36)42-22-12-10-17(4)26(32)28-31(38,18(5)29(37)43-28)27(41-20(7)34)25-16(3)9-11-21(30(22,25)8)40-19(6)33/h10,12,15,18,21-22,25-28,38H,3-4,9,11,13-14H2,1-2,5-8H3/b12-10+/t18-,21-,22-,25+,26-,27-,28-,30+,31+/m0/s1
InChI Key GHIWIJGIRLTZJA-PMKZZNIRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H41ClO11
Molecular Weight 625.10 g/mol
Exact Mass 624.2337398 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[[(1S,2S,3R,4R,7R,8S,10E,12S,13R,14S)-2,14-diacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-12-yl]oxy]-2-oxoethyl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 - 0.8236 82.36%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7713 77.13%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.8081 80.81%
OATP1B3 inhibitior - 0.2297 22.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9486 94.86%
P-glycoprotein inhibitior + 0.8064 80.64%
P-glycoprotein substrate + 0.5802 58.02%
CYP3A4 substrate + 0.7118 71.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.7564 75.64%
CYP2C9 inhibition - 0.7017 70.17%
CYP2C19 inhibition - 0.7981 79.81%
CYP2D6 inhibition - 0.9033 90.33%
CYP1A2 inhibition - 0.6904 69.04%
CYP2C8 inhibition + 0.6211 62.11%
CYP inhibitory promiscuity - 0.8628 86.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8282 82.82%
Carcinogenicity (trinary) Non-required 0.4547 45.47%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.5639 56.39%
Skin corrosion - 0.8638 86.38%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5123 51.23%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5053 50.53%
skin sensitisation - 0.8051 80.51%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.7699 76.99%
Acute Oral Toxicity (c) III 0.6401 64.01%
Estrogen receptor binding + 0.7428 74.28%
Androgen receptor binding + 0.7020 70.20%
Thyroid receptor binding + 0.5308 53.08%
Glucocorticoid receptor binding + 0.8135 81.35%
Aromatase binding + 0.6710 67.10%
PPAR gamma + 0.7173 71.73%
Honey bee toxicity - 0.6152 61.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.57% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.15% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.02% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.54% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.02% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.49% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.14% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.55% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.27% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.23% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.19% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.66% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.68% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.06% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 80.03% 98.03%

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 162949380
LOTUS LTS0251965
wikiData Q105008549