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[(1R,2R,4S,5S,6R,7S,8R,9S,10S,11R,15R,17R)-5,6,7,8,9-pentahydroxy-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-8-yl]methyl (2E,4E)-deca-2,4-dienoate

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 d41b6d0f-9a46-4bc3-bf5c-59d6c1b26aaf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4S,5S,6R,7S,8R,9S,10S,11R,15R,17R)-5,6,7,8,9-pentahydroxy-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-8-yl]methyl (2E,4E)-deca-2,4-dienoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OCC1(C(C2C3C4(CC(C2(C5CC(C(C5(C1O)O)O)C)OC(O3)(O4)C6=CC=CC=C6)C)C(=C)C)O)O
SMILES (Isomeric) CCCCC/C=C/C=C/C(=O)OC[C@]1([C@H]([C@H]2[C@@H]3[C@@]4(C[C@H]([C@@]2([C@@H]5C[C@@H]([C@@H]([C@]5([C@@H]1O)O)O)C)OC(O3)(O4)C6=CC=CC=C6)C)C(=C)C)O)O
InChI InChI=1S/C37H50O10/c1-6-7-8-9-10-11-15-18-27(38)44-21-33(42)30(40)28-31-34(22(2)3)20-24(5)36(28,26-19-23(4)29(39)35(26,43)32(33)41)47-37(45-31,46-34)25-16-13-12-14-17-25/h10-18,23-24,26,28-32,39-43H,2,6-9,19-21H2,1,3-5H3/b11-10+,18-15+/t23-,24+,26+,28-,29-,30-,31+,32+,33+,34+,35+,36-,37?/m0/s1
InChI Key XGZZGUNAJRVNQJ-UINOGJBISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O10
Molecular Weight 654.80 g/mol
Exact Mass 654.34039779 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,5S,6R,7S,8R,9S,10S,11R,15R,17R)-5,6,7,8,9-pentahydroxy-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-8-yl]methyl (2E,4E)-deca-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9623 96.23%
Caco-2 - 0.8365 83.65%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7207 72.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8025 80.25%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9233 92.33%
P-glycoprotein inhibitior + 0.7199 71.99%
P-glycoprotein substrate + 0.6728 67.28%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition - 0.6012 60.12%
CYP2C9 inhibition - 0.7476 74.76%
CYP2C19 inhibition - 0.7597 75.97%
CYP2D6 inhibition - 0.9122 91.22%
CYP1A2 inhibition - 0.8110 81.10%
CYP2C8 inhibition + 0.7703 77.03%
CYP inhibitory promiscuity - 0.7327 73.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6132 61.32%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8047 80.47%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6430 64.30%
skin sensitisation - 0.8707 87.07%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5141 51.41%
Acute Oral Toxicity (c) I 0.3966 39.66%
Estrogen receptor binding + 0.7479 74.79%
Androgen receptor binding + 0.7528 75.28%
Thyroid receptor binding + 0.6010 60.10%
Glucocorticoid receptor binding + 0.7001 70.01%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.6424 64.24%
Honey bee toxicity - 0.7587 75.87%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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 98.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.19% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.60% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.90% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 94.55% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.30% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 91.55% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.34% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.10% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.25% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 87.88% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.26% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.21% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.67% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.38% 82.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.29% 95.50%
CHEMBL230 P35354 Cyclooxygenase-2 85.28% 89.63%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.15% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.93% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.14% 83.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.59% 92.08%
CHEMBL5028 O14672 ADAM10 81.47% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.78% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.61% 97.09%

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 genkwa

Cross-Links

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PubChem 72188654
NPASS NPC471139
ChEMBL CHEMBL2376824
LOTUS LTS0200014
wikiData Q105327940