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[(1R,2S,6R,10S,11R,13S,14R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12-trimethyl-13-nonanoyloxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 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 3450397d-2b47-4db0-adf3-7804ab1bd47c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name [(1R,2S,6R,10S,11R,13S,14R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12-trimethyl-13-nonanoyloxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] benzoate
SMILES (Canonical) CCCCCCCCC(=O)OC12C(CC3(C(C1C2(C)C)C=C(CC4(C3C=C(C4=O)C)O)CO)O)OC(=O)C5=CC=CC=C5
SMILES (Isomeric) CCCCCCCCC(=O)O[C@@]12[C@@H](C[C@]3([C@H]([C@@H]1C2(C)C)C=C(C[C@]4([C@H]3C=C(C4=O)C)O)CO)O)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C35H46O8/c1-5-6-7-8-9-13-16-28(37)43-35-27(42-31(39)24-14-11-10-12-15-24)20-33(40)25(29(35)32(35,3)4)18-23(21-36)19-34(41)26(33)17-22(2)30(34)38/h10-12,14-15,17-18,25-27,29,36,40-41H,5-9,13,16,19-21H2,1-4H3/t25-,26-,27+,29+,33+,34+,35-/m0/s1
InChI Key XCZMBPWIQJRZDE-VSHBPWGQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H46O8
Molecular Weight 594.70 g/mol
Exact Mass 594.31926842 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,6R,10S,11R,13S,14R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12-trimethyl-13-nonanoyloxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.7998 79.98%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7757 77.57%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8351 83.51%
OATP1B3 inhibitior + 0.8931 89.31%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7525 75.25%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior + 0.8179 81.79%
P-glycoprotein substrate + 0.6739 67.39%
CYP3A4 substrate + 0.6802 68.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9095 90.95%
CYP3A4 inhibition - 0.5262 52.62%
CYP2C9 inhibition + 0.8185 81.85%
CYP2C19 inhibition - 0.8207 82.07%
CYP2D6 inhibition - 0.9086 90.86%
CYP1A2 inhibition - 0.8502 85.02%
CYP2C8 inhibition + 0.7694 76.94%
CYP inhibitory promiscuity - 0.6666 66.66%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7083 70.83%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.5266 52.66%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7711 77.11%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6702 67.02%
Acute Oral Toxicity (c) III 0.4904 49.04%
Estrogen receptor binding + 0.8099 80.99%
Androgen receptor binding + 0.7315 73.15%
Thyroid receptor binding + 0.5534 55.34%
Glucocorticoid receptor binding + 0.7954 79.54%
Aromatase binding + 0.7096 70.96%
PPAR gamma + 0.6517 65.17%
Honey bee toxicity - 0.8577 85.77%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6513 65.13%
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
CHEMBL2581 P07339 Cathepsin D 98.84% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 98.26% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.11% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.01% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.54% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.83% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.77% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.76% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.85% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.70% 95.56%
CHEMBL240 Q12809 HERG 90.43% 89.76%
CHEMBL3524 P56524 Histone deacetylase 4 90.06% 92.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.53% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 87.99% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.40% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.16% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.44% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.26% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.05% 92.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.70% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.86% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.67% 97.09%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 82.06% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.99% 83.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.92% 92.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.89% 93.03%
CHEMBL5028 O14672 ADAM10 80.87% 97.50%

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 aurantiaca

Cross-Links

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PubChem 46886773
NPASS NPC469647
ChEMBL CHEMBL1096215
LOTUS LTS0191147
wikiData Q105325572