PlantaeDB Logo
Login Sign-up

[(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,9-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] tetradecanoate

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

Top
Internal ID a8ffb9fe-fe33-44b2-8f70-af58eaa51815
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,9-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] tetradecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O10/c1-7-9-10-11-12-13-14-15-16-17-18-19-32(43)47-34-33(44)25(3)37(6,21-20-28(8-2)24-39)31-23-29(42)22-30-35(45-26(4)40)48-36(38(30,31)34)46-27(5)41/h8,20,22,25,29,31,33-36,39,42,44H,2,7,9-19,21,23-24H2,1,3-6H3/b28-20-/t25-,29+,31+,33-,34+,35+,36-,37-,38-/m0/s1
InChI Key FLOKZUWFMRUBNA-DMIBJJBISA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O10
Molecular Weight 676.90 g/mol
Exact Mass 676.41864811 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 19

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,9-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] tetradecanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 - 0.8356 83.56%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7439 74.39%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8198 81.98%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5958 59.58%
BSEP inhibitior + 0.9021 90.21%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate + 0.6381 63.81%
CYP3A4 substrate + 0.6997 69.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition + 0.8485 84.85%
CYP2C9 inhibition - 0.8133 81.33%
CYP2C19 inhibition - 0.8749 87.49%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.7735 77.35%
CYP2C8 inhibition + 0.7174 71.74%
CYP inhibitory promiscuity - 0.7864 78.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4824 48.24%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9112 91.12%
Skin irritation + 0.8142 81.42%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7858 78.58%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9310 93.10%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5183 51.83%
Acute Oral Toxicity (c) III 0.7551 75.51%
Estrogen receptor binding + 0.8078 80.78%
Androgen receptor binding + 0.6599 65.99%
Thyroid receptor binding - 0.5850 58.50%
Glucocorticoid receptor binding + 0.6644 66.44%
Aromatase binding + 0.6233 62.33%
PPAR gamma + 0.6577 65.77%
Honey bee toxicity - 0.7770 77.70%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6189 61.89%
Fish aquatic toxicity + 0.9942 99.42%

Targets

Top

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 99.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.43% 97.79%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.11% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.57% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.21% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 91.69% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.69% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 88.97% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.37% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.94% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.84% 95.17%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.99% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.73% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.65% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.57% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.41% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.04% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.73% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.82% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL4530 P00488 Coagulation factor XIII 81.55% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.52% 95.89%
CHEMBL3045 P05771 Protein kinase C beta 81.17% 97.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.68% 97.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.06% 92.08%

Plants that contains it

Top
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.
Casearia bicolor

Cross-Links

Top
PubChem 162954445
LOTUS LTS0126791
wikiData Q104997292