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[(1S,2S,3R,4R,7R,8S,10Z,12S,13R,14S,16R,17S)-2,12,14-triacetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-yl] butanoate

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 79dd0a7b-19e9-41c2-9179-9febc7ee46ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3R,4R,7R,8S,10Z,12S,13R,14S,16R,17S)-2,12,14-triacetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CC(C2(C(C=CC(=C)C(C3C(C(C(=O)O3)C)(C(C2C1(C)O)OC(=O)C)O)Cl)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CCCC(=O)O[C@@H]1C[C@@H]([C@@]2([C@H](/C=C\C(=C)[C@@H]([C@H]3[C@@]([C@H](C(=O)O3)C)([C@H]([C@H]2[C@]1(C)O)OC(=O)C)O)Cl)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C30H41ClO12/c1-9-10-22(35)42-21-13-20(40-17(5)33)28(7)19(39-16(4)32)12-11-14(2)23(31)25-30(38,15(3)27(36)43-25)26(41-18(6)34)24(28)29(21,8)37/h11-12,15,19-21,23-26,37-38H,2,9-10,13H2,1,3-8H3/b12-11-/t15-,19-,20-,21+,23-,24+,25-,26-,28-,29+,30-/m0/s1
InChI Key KNEHHUWPBUXWSG-UKOJITJMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H41ClO12
Molecular Weight 629.10 g/mol
Exact Mass 628.2286544 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4R,7R,8S,10Z,12S,13R,14S,16R,17S)-2,12,14-triacetyloxy-8-chloro-3,17-dihydroxy-4,13,17-trimethyl-9-methylidene-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadec-10-en-16-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 - 0.7979 79.79%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6524 65.24%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8137 81.37%
OATP1B3 inhibitior - 0.3310 33.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.7922 79.22%
P-glycoprotein substrate + 0.6284 62.84%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.5566 55.66%
CYP2C9 inhibition - 0.6973 69.73%
CYP2C19 inhibition - 0.7219 72.19%
CYP2D6 inhibition - 0.8810 88.10%
CYP1A2 inhibition - 0.6816 68.16%
CYP2C8 inhibition + 0.6193 61.93%
CYP inhibitory promiscuity - 0.8057 80.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8782 87.82%
Carcinogenicity (trinary) Non-required 0.4771 47.71%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.5535 55.35%
Skin corrosion - 0.8726 87.26%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3675 36.75%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5394 53.94%
skin sensitisation - 0.8099 80.99%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5857 58.57%
Acute Oral Toxicity (c) III 0.4038 40.38%
Estrogen receptor binding + 0.7228 72.28%
Androgen receptor binding + 0.6098 60.98%
Thyroid receptor binding + 0.5192 51.92%
Glucocorticoid receptor binding + 0.7396 73.96%
Aromatase binding + 0.7104 71.04%
PPAR gamma + 0.7252 72.52%
Honey bee toxicity - 0.6012 60.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9969 99.69%

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 98.44% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.39% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.61% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.84% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.48% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.19% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.04% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.94% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.26% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.05% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 83.93% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.87% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.21% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.13% 95.89%

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 21585460
LOTUS LTS0079110
wikiData Q105143367