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[(1R,4S,6S,7R,8R,9S,10S,11R,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-15-isopropenyl-4,17-dimethyl-5-oxo-13-phenyl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadec-2-en-16-yl] benzoate

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 235b42c4-c698-40a4-b742-ae047e67b0e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,4S,6S,7R,8R,9S,10S,11R,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-5-oxo-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadec-2-en-16-yl] benzoate
SMILES (Canonical) CC1C=C2C34C(C(C5(C(C3C(C(C(C2(C1=O)O)O)(CO)O)O)OC(O4)(O5)C6=CC=CC=C6)C(=C)C)OC(=O)C7=CC=CC=C7)C
SMILES (Isomeric) C[C@H]1C=C2[C@@]34[C@@H]([C@H]([C@]5([C@@H]([C@@H]3[C@@H]([C@@]([C@H]([C@@]2(C1=O)O)O)(CO)O)O)OC(O4)(O5)C6=CC=CC=C6)C(=C)C)OC(=O)C7=CC=CC=C7)C
InChI InChI=1S/C34H36O11/c1-17(2)32-26(42-28(38)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,41)29(39)30(40,16-35)25(37)23(33)27(32)43-34(44-32,45-33)21-13-9-6-10-14-21/h5-15,18-19,23,25-27,29,35,37,39-41H,1,16H2,2-4H3/t18-,19+,23-,25-,26+,27+,29+,30+,31+,32-,33-,34?/m0/s1
InChI Key MTWMBWDRYRDAQL-MWGCXWFASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H36O11
Molecular Weight 620.60 g/mol
Exact Mass 620.22576196 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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[(1R,4S,6S,7R,8R,9S,10S,11R,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-15-isopropenyl-4,17-dimethyl-5-oxo-13-phenyl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadec-2-en-16-yl] benzoate

2D Structure

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2D Structure of [(1R,4S,6S,7R,8R,9S,10S,11R,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-15-isopropenyl-4,17-dimethyl-5-oxo-13-phenyl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadec-2-en-16-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8464 84.64%
Caco-2 - 0.8321 83.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7231 72.31%
OATP2B1 inhibitior - 0.7073 70.73%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior + 0.9269 92.69%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9054 90.54%
P-glycoprotein inhibitior + 0.7113 71.13%
P-glycoprotein substrate + 0.6592 65.92%
CYP3A4 substrate + 0.6657 66.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8659 86.59%
CYP3A4 inhibition - 0.5927 59.27%
CYP2C9 inhibition - 0.7915 79.15%
CYP2C19 inhibition - 0.8032 80.32%
CYP2D6 inhibition - 0.9045 90.45%
CYP1A2 inhibition - 0.8426 84.26%
CYP2C8 inhibition + 0.7090 70.90%
CYP inhibitory promiscuity - 0.7351 73.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5580 55.80%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.7303 73.03%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7824 78.24%
Micronuclear + 0.5759 57.59%
Hepatotoxicity + 0.5556 55.56%
skin sensitisation - 0.8245 82.45%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.8183 81.83%
Acute Oral Toxicity (c) III 0.4771 47.71%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.6528 65.28%
Glucocorticoid receptor binding + 0.6896 68.96%
Aromatase binding + 0.6210 62.10%
PPAR gamma + 0.6637 66.37%
Honey bee toxicity - 0.7507 75.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9786 97.86%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.94% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.61% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.22% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.62% 81.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.31% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.10% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.65% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 88.31% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.60% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.22% 91.07%
CHEMBL1951 P21397 Monoamine oxidase A 84.07% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.89% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.50% 99.17%
CHEMBL5028 O14672 ADAM10 81.17% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.00% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.12% 83.00%

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 71600979
NPASS NPC471134
ChEMBL CHEMBL2376808
LOTUS LTS0176501
wikiData Q105171935