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[(1S,2R,3R,4S,5S,7R,8R,9R,12R,13S,14S,17S)-2,5,7-triacetyloxy-13-chloro-12-(iodomethyl)-8,17-dimethyl-16-oxospiro[15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadecane-4,2'-oxirane]-9-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 73602bd9-fe6e-4708-9eb5-1476bfe70b1a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3R,4S,5S,7R,8R,9R,12R,13S,14S,17S)-2,5,7-triacetyloxy-13-chloro-12-(iodomethyl)-8,17-dimethyl-16-oxospiro[15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadecane-4,2'-oxirane]-9-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H36ClIO12/c1-12-24(35)41-23-21(29)26(10-30)8-7-17(37-13(2)31)25(6)18(38-14(3)32)9-19(39-15(4)33)27(11-36-27)20(25)22(40-16(5)34)28(12,23)42-26/h12,17-23H,7-11H2,1-6H3/t12-,17-,18-,19+,20+,21+,22-,23-,25-,26+,27+,28+/m1/s1
InChI Key LJVXOXNEMVDEAL-XRFJESQOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36ClIO12
Molecular Weight 726.90 g/mol
Exact Mass 726.09400 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5S,7R,8R,9R,12R,13S,14S,17S)-2,5,7-triacetyloxy-13-chloro-12-(iodomethyl)-8,17-dimethyl-16-oxospiro[15,18-dioxatetracyclo[10.5.1.01,14.03,8]octadecane-4,2'-oxirane]-9-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 + 0.9665 96.65%
Caco-2 - 0.7681 76.81%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6758 67.58%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8284 82.84%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9516 95.16%
P-glycoprotein inhibitior + 0.7841 78.41%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7074 70.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8567 85.67%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.7588 75.88%
CYP2C19 inhibition - 0.6872 68.72%
CYP2D6 inhibition - 0.9140 91.40%
CYP1A2 inhibition - 0.7607 76.07%
CYP2C8 inhibition + 0.6023 60.23%
CYP inhibitory promiscuity - 0.8731 87.31%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8382 83.82%
Carcinogenicity (trinary) Non-required 0.4628 46.28%
Eye corrosion - 0.9756 97.56%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.7556 75.56%
Skin corrosion - 0.8757 87.57%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4045 40.45%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5021 50.21%
skin sensitisation - 0.8152 81.52%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.8108 81.08%
Acute Oral Toxicity (c) III 0.5163 51.63%
Estrogen receptor binding + 0.8661 86.61%
Androgen receptor binding + 0.6764 67.64%
Thyroid receptor binding + 0.6336 63.36%
Glucocorticoid receptor binding + 0.7681 76.81%
Aromatase binding + 0.7510 75.10%
PPAR gamma + 0.8032 80.32%
Honey bee toxicity - 0.6795 67.95%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9697 96.97%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.31% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.72% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.09% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.91% 94.80%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.31% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 86.09% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.08% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.25% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.86% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.54% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.66% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.57% 94.42%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.38% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.37% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.27% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.03% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.93% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.86% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.86% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.55% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.11% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.08% 85.00%

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 163072074
LOTUS LTS0228379
wikiData Q105152854