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[(1S,2S,3S,4S,5R,8R,9S,11R,12Z,14S,17R)-2,9-diacetyloxy-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] hexanoate

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 ecf6891f-cbd3-43e6-9205-6c7f727cf87b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3S,4S,5R,8R,9S,11R,12Z,14S,17R)-2,9-diacetyloxy-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] hexanoate
SMILES (Canonical) CCCCCC(=O)OC1CC(C2(C=CC(C(C2C(C34C(C=C1CO)OC(=O)C3(O4)C)OC(=O)C)(C)O)O)C)OC(=O)C
SMILES (Isomeric) CCCCCC(=O)O[C@@H]/1C[C@@H]([C@@]2(C=C[C@H]([C@@]([C@@H]2[C@@H]([C@@]34[C@H](/C=C1/CO)OC(=O)[C@@]3(O4)C)OC(=O)C)(C)O)O)C)OC(=O)C
InChI InChI=1S/C30H42O12/c1-7-8-9-10-23(35)40-19-14-21(38-16(2)32)27(4)12-11-20(34)28(5,37)24(27)25(39-17(3)33)30-22(13-18(19)15-31)41-26(36)29(30,6)42-30/h11-13,19-22,24-25,31,34,37H,7-10,14-15H2,1-6H3/b18-13-/t19-,20-,21+,22+,24-,25+,27+,28-,29+,30+/m1/s1
InChI Key HUMUAWPFCGNRGG-NVMZQODDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O12
Molecular Weight 594.60 g/mol
Exact Mass 594.26762677 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.42
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,4S,5R,8R,9S,11R,12Z,14S,17R)-2,9-diacetyloxy-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9091 90.91%
Caco-2 - 0.7795 77.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8192 81.92%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8120 81.20%
OATP1B3 inhibitior + 0.9416 94.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9827 98.27%
P-glycoprotein inhibitior + 0.8116 81.16%
P-glycoprotein substrate + 0.6949 69.49%
CYP3A4 substrate + 0.6904 69.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition + 0.5066 50.66%
CYP2C9 inhibition - 0.8322 83.22%
CYP2C19 inhibition - 0.8722 87.22%
CYP2D6 inhibition - 0.9249 92.49%
CYP1A2 inhibition - 0.7752 77.52%
CYP2C8 inhibition + 0.6383 63.83%
CYP inhibitory promiscuity - 0.8408 84.08%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4700 47.00%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9215 92.15%
Skin irritation + 0.5699 56.99%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5170 51.70%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5658 56.58%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6451 64.51%
Acute Oral Toxicity (c) III 0.4462 44.62%
Estrogen receptor binding + 0.7935 79.35%
Androgen receptor binding + 0.6957 69.57%
Thyroid receptor binding - 0.5180 51.80%
Glucocorticoid receptor binding + 0.8026 80.26%
Aromatase binding + 0.7071 70.71%
PPAR gamma + 0.6588 65.88%
Honey bee toxicity - 0.8169 81.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5763 57.63%
Fish aquatic toxicity + 0.9839 98.39%

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 98.38% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.50% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 97.48% 89.63%
CHEMBL2581 P07339 Cathepsin D 96.16% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.92% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 93.14% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.59% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.54% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.86% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.18% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.85% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.49% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.49% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.27% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 84.89% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.73% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.17% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.88% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.87% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.69% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%

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 162822946
LOTUS LTS0101317
wikiData Q105033922