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[(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-5-[[(2E,4E)-deca-2,4-dienoyl]oxymethyl]-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-7-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 59fc9d7f-4ff5-4092-bcb1-85993534234c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-5-[[(2E,4E)-deca-2,4-dienoyl]oxymethyl]-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-7-yl] benzoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OCC1(C(C2C(C(CC(C2(C3CC(C(C3(C1O)O)O)C)O)C)(C(=C)C)O)OC(=O)C4=CC=CC=C4)O)O
SMILES (Isomeric) CCCCC/C=C/C=C/C(=O)OC[C@]1([C@H]([C@H]2[C@H]([C@@](C[C@H]([C@@]2([C@@H]3C[C@@H]([C@@H]([C@]3([C@@H]1O)O)O)C)O)C)(C(=C)C)O)OC(=O)C4=CC=CC=C4)O)O
InChI InChI=1S/C37H52O11/c1-6-7-8-9-10-11-15-18-27(38)47-21-35(44)30(40)28-31(48-32(41)25-16-13-12-14-17-25)34(43,22(2)3)20-24(5)36(28,45)26-19-23(4)29(39)37(26,46)33(35)42/h10-18,23-24,26,28-31,33,39-40,42-46H,2,6-9,19-21H2,1,3-5H3/b11-10+,18-15+/t23-,24+,26-,28-,29-,30-,31+,33+,34+,35+,36-,37+/m0/s1
InChI Key RAPRQAJGDAZICI-UMYSLSSFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H52O11
Molecular Weight 672.80 g/mol
Exact Mass 672.35096247 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-5-[[(2E,4E)-deca-2,4-dienoyl]oxymethyl]-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-7-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 + 0.9741 97.41%
Caco-2 - 0.8427 84.27%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7451 74.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8158 81.58%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8818 88.18%
BSEP inhibitior + 0.8532 85.32%
P-glycoprotein inhibitior + 0.7148 71.48%
P-glycoprotein substrate + 0.7463 74.63%
CYP3A4 substrate + 0.7002 70.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8904 89.04%
CYP3A4 inhibition - 0.6953 69.53%
CYP2C9 inhibition - 0.5807 58.07%
CYP2C19 inhibition - 0.7325 73.25%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.8149 81.49%
CYP2C8 inhibition + 0.8357 83.57%
CYP inhibitory promiscuity - 0.8651 86.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7097 70.97%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9127 91.27%
Skin irritation + 0.5389 53.89%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8661 86.61%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5358 53.58%
skin sensitisation - 0.8888 88.88%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6174 61.74%
Acute Oral Toxicity (c) III 0.4171 41.71%
Estrogen receptor binding + 0.7534 75.34%
Androgen receptor binding + 0.6969 69.69%
Thyroid receptor binding + 0.5714 57.14%
Glucocorticoid receptor binding + 0.6775 67.75%
Aromatase binding + 0.6135 61.35%
PPAR gamma + 0.6260 62.60%
Honey bee toxicity - 0.7612 76.12%
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
CHEMBL221 P23219 Cyclooxygenase-1 99.75% 90.17%
CHEMBL2581 P07339 Cathepsin D 98.64% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.45% 86.33%
CHEMBL230 P35354 Cyclooxygenase-2 97.44% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.77% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.36% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.08% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.50% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.39% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 89.23% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.78% 97.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.49% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.20% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.20% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.80% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 85.47% 98.03%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.46% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.80% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.54% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.78% 96.00%
CHEMBL5028 O14672 ADAM10 83.61% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.78% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.61% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.61% 89.00%
CHEMBL2535 P11166 Glucose transporter 80.31% 98.75%

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 73350392
NPASS NPC312393
ChEMBL CHEMBL2376826
LOTUS LTS0195702
wikiData Q105232803