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[(2S,6S,8S,10R,11R,13S,14R,15R,19S,20S,21S)-8-hydroxy-11-(hydroxymethyl)-4,8,21-trimethyl-5-oxo-19-prop-1-en-2-yl-17-[(1E,3E)-trideca-1,3-dienyl]-7,9,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,6.06,10.011,13.015,19]docos-3-en-20-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 c95a4fd6-7cad-4db0-89f4-867dd354a0b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(2S,6S,8S,10R,11R,13S,14R,15R,19S,20S,21S)-8-hydroxy-11-(hydroxymethyl)-4,8,21-trimethyl-5-oxo-19-prop-1-en-2-yl-17-[(1E,3E)-trideca-1,3-dienyl]-7,9,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,6.06,10.011,13.015,19]docos-3-en-20-yl] acetate
SMILES (Canonical) CCCCCCCCCC=CC=CC12OC3C4C5C(O5)(C6C7(C(C4(O1)C(C(C3(O2)C(=C)C)OC(=O)C)C)C=C(C7=O)C)OC(O6)(C)O)CO
SMILES (Isomeric) CCCCCCCCC/C=C/C=C/C12O[C@@H]3[C@H]4[C@H]5[C@@](O5)([C@@H]6[C@]7([C@H](C4(O1)[C@H]([C@@H]([C@@]3(O2)C(=C)C)OC(=O)C)C)C=C(C7=O)C)O[C@@](O6)(C)O)CO
InChI InChI=1S/C38H52O11/c1-8-9-10-11-12-13-14-15-16-17-18-19-35-45-31-27-30-34(21-39,44-30)32-38(47-33(7,42)46-32)26(20-23(4)28(38)41)37(27,49-35)24(5)29(43-25(6)40)36(31,48-35)22(2)3/h16-20,24,26-27,29-32,39,42H,2,8-15,21H2,1,3-7H3/b17-16+,19-18+/t24-,26-,27+,29-,30-,31+,32+,33-,34+,35?,36-,37?,38+/m0/s1
InChI Key XMFYGTCNCCVDGI-ADJDTWMLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H52O11
Molecular Weight 684.80 g/mol
Exact Mass 684.35096247 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,6S,8S,10R,11R,13S,14R,15R,19S,20S,21S)-8-hydroxy-11-(hydroxymethyl)-4,8,21-trimethyl-5-oxo-19-prop-1-en-2-yl-17-[(1E,3E)-trideca-1,3-dienyl]-7,9,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,6.06,10.011,13.015,19]docos-3-en-20-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 + 0.9709 97.09%
Caco-2 - 0.8300 83.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7260 72.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7909 79.09%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9538 95.38%
P-glycoprotein inhibitior + 0.7723 77.23%
P-glycoprotein substrate + 0.6407 64.07%
CYP3A4 substrate + 0.7197 71.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition + 0.5752 57.52%
CYP2C9 inhibition - 0.7934 79.34%
CYP2C19 inhibition - 0.8329 83.29%
CYP2D6 inhibition - 0.9251 92.51%
CYP1A2 inhibition - 0.7624 76.24%
CYP2C8 inhibition + 0.7660 76.60%
CYP inhibitory promiscuity - 0.8077 80.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5397 53.97%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.5767 57.67%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7761 77.61%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5671 56.71%
Acute Oral Toxicity (c) III 0.4575 45.75%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding + 0.5607 56.07%
Glucocorticoid receptor binding + 0.6754 67.54%
Aromatase binding + 0.6540 65.40%
PPAR gamma + 0.7002 70.02%
Honey bee toxicity - 0.7647 76.47%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6839 68.39%
Fish aquatic toxicity + 0.9929 99.29%

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 98.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 95.92% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.81% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.09% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.75% 85.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.68% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.60% 94.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.45% 91.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.96% 90.08%
CHEMBL299 P17252 Protein kinase C alpha 88.81% 98.03%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 88.54% 96.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 87.79% 92.32%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.48% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 87.01% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.67% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.30% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.98% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.25% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.60% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.96% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.43% 93.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.15% 97.29%

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.
Wikstroemia monticola

Cross-Links

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PubChem 101293637
LOTUS LTS0181155
wikiData Q105330756