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[(1S,4S,9R,12S,13R,16R,17R)-9-hydroxy-17-methoxy-12-methyl-7-oxo-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-17-yl]methyl hexadecanoate

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 e3fad403-29b7-44d6-b770-9ffcd91cfeda
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,4S,9R,12S,13R,16R,17R)-9-hydroxy-17-methoxy-12-methyl-7-oxo-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-17-yl]methyl hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OCC1(CC23CCC4C5=CC(=O)OC5(CCC4(C2CCC1C3)C)O)OC
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC[C@]1(C[C@@]23CC[C@@H]4C5=CC(=O)O[C@@]5(CC[C@]4([C@@H]2CC[C@@H]1C3)C)O)OC
InChI InChI=1S/C37H60O6/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-32(38)42-27-36(41-3)26-35-21-20-29-30-24-33(39)43-37(30,40)23-22-34(29,2)31(35)19-18-28(36)25-35/h24,28-29,31,40H,4-23,25-27H2,1-3H3/t28-,29-,31+,34-,35+,36+,37-/m1/s1
InChI Key FUZRZQWSTPUELR-NCDDJLKJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H60O6
Molecular Weight 600.90 g/mol
Exact Mass 600.43898963 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 9.80
Atomic LogP (AlogP) 8.58
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4S,9R,12S,13R,16R,17R)-9-hydroxy-17-methoxy-12-methyl-7-oxo-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-17-yl]methyl hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.7600 76.00%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7743 77.43%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6114 61.14%
BSEP inhibitior + 0.9620 96.20%
P-glycoprotein inhibitior + 0.6957 69.57%
P-glycoprotein substrate + 0.6161 61.61%
CYP3A4 substrate + 0.7059 70.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.5831 58.31%
CYP2C9 inhibition - 0.5945 59.45%
CYP2C19 inhibition - 0.7436 74.36%
CYP2D6 inhibition - 0.9184 91.84%
CYP1A2 inhibition - 0.7908 79.08%
CYP2C8 inhibition + 0.6900 69.00%
CYP inhibitory promiscuity - 0.8449 84.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5591 55.91%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8986 89.86%
Skin irritation + 0.5332 53.32%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3813 38.13%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6424 64.24%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8206 82.06%
Acute Oral Toxicity (c) III 0.4285 42.85%
Estrogen receptor binding + 0.7662 76.62%
Androgen receptor binding + 0.6935 69.35%
Thyroid receptor binding - 0.5614 56.14%
Glucocorticoid receptor binding + 0.6753 67.53%
Aromatase binding + 0.6525 65.25%
PPAR gamma + 0.5238 52.38%
Honey bee toxicity - 0.8651 86.51%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.8293 82.93%
Fish aquatic toxicity + 0.9840 98.40%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.79% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 95.20% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.45% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.34% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 94.07% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.62% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.55% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.85% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.69% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.43% 92.62%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.35% 85.94%
CHEMBL299 P17252 Protein kinase C alpha 89.29% 98.03%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.46% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.76% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.15% 94.45%
CHEMBL230 P35354 Cyclooxygenase-2 84.60% 89.63%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.15% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.98% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.92% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.66% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.55% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.74% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.53% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.35% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.65% 92.86%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.16% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.91% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.71% 95.50%

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.
Diplospora dubia

Cross-Links

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PubChem 102393943
LOTUS LTS0111254
wikiData Q105002219