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[(1R,2S,3S,7S,8R,9S,10Z,12R,13R,14R,17R)-2,9-diacetyloxy-13-chloro-12-(hydroxymethyl)-8,17-dimethyl-4-methylidene-16-oxo-15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadec-10-en-7-yl] acetate

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 575f8f61-8a41-4e09-bbb8-7719588eaa56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3S,7S,8R,9S,10Z,12R,13R,14R,17R)-2,9-diacetyloxy-13-chloro-12-(hydroxymethyl)-8,17-dimethyl-4-methylidene-16-oxo-15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadec-10-en-7-yl] acetate
SMILES (Canonical) CC1C(=O)OC2C13C(C4C(=C)CCC(C4(C(C=CC(C2Cl)(O3)CO)OC(=O)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]2[C@]13[C@H]([C@H]4C(=C)CC[C@@H]([C@@]4([C@H](/C=C\[C@@]([C@@H]2Cl)(O3)CO)OC(=O)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C26H33ClO10/c1-12-7-8-17(33-14(3)29)24(6)18(34-15(4)30)9-10-25(11-28)20(27)22-26(37-25,13(2)23(32)36-22)21(19(12)24)35-16(5)31/h9-10,13,17-22,28H,1,7-8,11H2,2-6H3/b10-9-/t13-,17-,18-,19+,20+,21-,22-,24+,25+,26+/m0/s1
InChI Key ZRZXIRDSOAIGOX-MMPADBQXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H33ClO10
Molecular Weight 541.00 g/mol
Exact Mass 540.1762249 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,7S,8R,9S,10Z,12R,13R,14R,17R)-2,9-diacetyloxy-13-chloro-12-(hydroxymethyl)-8,17-dimethyl-4-methylidene-16-oxo-15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadec-10-en-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9837 98.37%
Caco-2 - 0.7361 73.61%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8112 81.12%
OATP1B3 inhibitior - 0.2228 22.28%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8879 88.79%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate - 0.5647 56.47%
CYP3A4 substrate + 0.6971 69.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.7128 71.28%
CYP2C9 inhibition - 0.8263 82.63%
CYP2C19 inhibition - 0.8269 82.69%
CYP2D6 inhibition - 0.9150 91.50%
CYP1A2 inhibition - 0.7425 74.25%
CYP2C8 inhibition + 0.5158 51.58%
CYP inhibitory promiscuity - 0.8579 85.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8682 86.82%
Carcinogenicity (trinary) Danger 0.4816 48.16%
Eye corrosion - 0.9812 98.12%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.5912 59.12%
Skin corrosion - 0.8521 85.21%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4155 41.55%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5019 50.19%
skin sensitisation - 0.8110 81.10%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7117 71.17%
Acute Oral Toxicity (c) III 0.6302 63.02%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.6989 69.89%
Thyroid receptor binding + 0.6172 61.72%
Glucocorticoid receptor binding + 0.8187 81.87%
Aromatase binding + 0.6804 68.04%
PPAR gamma + 0.7611 76.11%
Honey bee toxicity - 0.6769 67.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9498 94.98%

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 97.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.65% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.16% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.39% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 87.36% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.18% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.00% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.47% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.71% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.64% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.50% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.12% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.02% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.76% 92.62%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.07% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.96% 85.14%

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.
Anisomeles indica

Cross-Links

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PubChem 25194849
NPASS NPC273293
LOTUS LTS0143815
wikiData Q105382370