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[(1S,2R,3S,4S,5R,8S,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] octanoate

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 d8cf59b5-42d1-4be1-8f3b-78585c5edf2e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3S,4S,5R,8S,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] octanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O12/c1-7-8-9-10-11-12-25(37)42-21-16-23(40-18(2)34)29(4)14-13-22(36)30(5,39)26(29)27(41-19(3)35)32-24(15-20(21)17-33)43-28(38)31(32,6)44-32/h13-15,21-24,26-27,33,36,39H,7-12,16-17H2,1-6H3/b20-15-/t21-,22-,23+,24+,26-,27-,29-,30-,31+,32+/m1/s1
InChI Key UELWCMPLIPTDHA-KVBJCWGHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O12
Molecular Weight 622.70 g/mol
Exact Mass 622.29892690 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4S,5R,8S,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] octanoate

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 - 0.7945 79.45%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8192 81.92%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8184 81.84%
OATP1B3 inhibitior + 0.9416 94.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9829 98.29%
P-glycoprotein inhibitior + 0.8164 81.64%
P-glycoprotein substrate + 0.7003 70.03%
CYP3A4 substrate + 0.6944 69.44%
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 + 0.6520 65.20%
CYP inhibitory promiscuity - 0.8408 84.08%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4700 47.00%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9207 92.07%
Skin irritation + 0.5699 56.99%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4247 42.47%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5658 56.58%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6470 64.70%
Acute Oral Toxicity (c) III 0.4462 44.62%
Estrogen receptor binding + 0.7824 78.24%
Androgen receptor binding + 0.6996 69.96%
Thyroid receptor binding - 0.5352 53.52%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.6796 67.96%
PPAR gamma + 0.6823 68.23%
Honey bee toxicity - 0.8173 81.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6595 65.95%
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
CHEMBL2996 Q05655 Protein kinase C delta 98.15% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.11% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 98.10% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.77% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 94.33% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.70% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.70% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.21% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.54% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.65% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.50% 100.00%
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 86.09% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.75% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.45% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.95% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.05% 91.24%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.72% 97.29%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.11% 91.81%

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 10627706
LOTUS LTS0175545
wikiData Q105270995