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[(1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-4,18-dimethyl-5-oxo-14-phenyl-17-[(E)-3-phenylprop-2-enoyl]oxy-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-8-yl]methyl hexadecanoate

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 2eefefe6-f34f-436d-bd83-51c99a8f68cd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-4,18-dimethyl-5-oxo-14-phenyl-17-[(E)-3-phenylprop-2-enoyl]oxy-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-8-yl]methyl hexadecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H68O11/c1-6-7-8-9-10-11-12-13-14-15-16-17-24-29-40(53)58-33-48-45(60-48)42-46-50(34(2)3)44(59-41(54)31-30-37-25-20-18-21-26-37)36(5)51(42,39-32-35(4)43(55)49(39,57)47(48)56)63-52(61-46,62-50)38-27-22-19-23-28-38/h18-23,25-28,30-31,35-36,39,42,44-47,56-57H,2,6-17,24,29,32-33H2,1,3-5H3/b31-30+/t35-,36+,39+,42-,44+,45-,46+,47+,48-,49+,50-,51-,52+/m0/s1
InChI Key MHUWSVSKDKBGTO-BZXKBXOESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H68O11
Molecular Weight 869.10 g/mol
Exact Mass 868.47616298 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 10.70
Atomic LogP (AlogP) 8.68
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-4,18-dimethyl-5-oxo-14-phenyl-17-[(E)-3-phenylprop-2-enoyl]oxy-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-8-yl]methyl hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9621 96.21%
Caco-2 - 0.8495 84.95%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7934 79.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8068 80.68%
OATP1B3 inhibitior + 0.8903 89.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior + 0.7594 75.94%
P-glycoprotein substrate + 0.7403 74.03%
CYP3A4 substrate + 0.7102 71.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition + 0.6336 63.36%
CYP2C9 inhibition - 0.6671 66.71%
CYP2C19 inhibition - 0.7202 72.02%
CYP2D6 inhibition - 0.9126 91.26%
CYP1A2 inhibition - 0.7099 70.99%
CYP2C8 inhibition + 0.7974 79.74%
CYP inhibitory promiscuity - 0.7143 71.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5904 59.04%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.6533 65.33%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7351 73.51%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6791 67.91%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6047 60.47%
Acute Oral Toxicity (c) I 0.4006 40.06%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.7786 77.86%
Thyroid receptor binding + 0.6152 61.52%
Glucocorticoid receptor binding + 0.7095 70.95%
Aromatase binding + 0.5952 59.52%
PPAR gamma + 0.7222 72.22%
Honey bee toxicity - 0.7445 74.45%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.25% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 98.34% 98.03%
CHEMBL4040 P28482 MAP kinase ERK2 98.15% 83.82%
CHEMBL2996 Q05655 Protein kinase C delta 98.08% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.30% 86.33%
CHEMBL2581 P07339 Cathepsin D 97.02% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.97% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.47% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.89% 94.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.18% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.08% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.32% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.32% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.91% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.87% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.67% 89.00%
CHEMBL5028 O14672 ADAM10 86.97% 97.50%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 85.86% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.03% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.56% 92.08%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.29% 89.34%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.54% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.38% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.91% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.70% 82.69%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.66% 94.23%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.47% 85.94%

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.
Daphne oleoides

Cross-Links

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PubChem 101720401
LOTUS LTS0189015
wikiData Q105164188