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[(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dienyl]-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] 2-methylpropanoate

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 ace5dff9-e818-4632-acfa-33e0dcc96d6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dienyl]-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] 2-methylpropanoate
SMILES (Canonical) CCCCCC=CC=CC12OC3C4C5C(O5)(C(C6(C(C4(O1)C(C(C3(O2)C(=C)C)OC(=O)C(C)C)C)C=C(C6=O)C)O)O)CO
SMILES (Isomeric) CCCCC/C=C/C=C/C12O[C@@H]3[C@@H]4[C@H]5[C@](O5)([C@H]([C@]6([C@H]([C@@]4(O1)[C@@H]([C@H]([C@@]3(O2)C(=C)C)OC(=O)C(C)C)C)C=C(C6=O)C)O)O)CO
InChI InChI=1S/C34H46O10/c1-8-9-10-11-12-13-14-15-31-42-27-23-26-30(17-35,41-26)29(38)32(39)22(16-20(6)24(32)36)34(23,44-31)21(7)25(40-28(37)18(2)3)33(27,43-31)19(4)5/h12-16,18,21-23,25-27,29,35,38-39H,4,8-11,17H2,1-3,5-7H3/b13-12+,15-14+/t21-,22-,23+,25-,26+,27-,29-,30+,31?,32-,33+,34+/m1/s1
InChI Key NOPHMXNWLMLMCT-OEPICUTDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H46O10
Molecular Weight 614.70 g/mol
Exact Mass 614.30909766 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.05
H-Bond Acceptor 10
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 [(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dienyl]-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8988 89.88%
Caco-2 - 0.8109 81.09%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7565 75.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7915 79.15%
OATP1B3 inhibitior + 0.9180 91.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9059 90.59%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate + 0.6463 64.63%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.5628 56.28%
CYP2C9 inhibition - 0.6170 61.70%
CYP2C19 inhibition - 0.7637 76.37%
CYP2D6 inhibition - 0.9043 90.43%
CYP1A2 inhibition - 0.7786 77.86%
CYP2C8 inhibition + 0.6795 67.95%
CYP inhibitory promiscuity - 0.7405 74.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5885 58.85%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.6322 63.22%
Skin corrosion - 0.9168 91.68%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3629 36.29%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6416 64.16%
Acute Oral Toxicity (c) III 0.6225 62.25%
Estrogen receptor binding + 0.7095 70.95%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding + 0.5831 58.31%
Glucocorticoid receptor binding + 0.6824 68.24%
Aromatase binding + 0.6662 66.62%
PPAR gamma + 0.6565 65.65%
Honey bee toxicity - 0.7775 77.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5298 52.98%
Fish aquatic toxicity + 0.9916 99.16%

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 98.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.66% 98.95%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 95.50% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.47% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.39% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 94.13% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 93.17% 98.03%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 92.36% 92.32%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.88% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.34% 90.08%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.40% 94.80%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.38% 96.90%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.16% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.22% 93.56%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 87.19% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 86.80% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.82% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.27% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.78% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.41% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.28% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.09% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.43% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.21% 100.00%

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 71601113
NPASS NPC471136
ChEMBL CHEMBL2376811
LOTUS LTS0204450
wikiData Q105182691