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[(E)-5-[(1R,2R,5R,8aS)-5-(hydroxymethyl)-2,5,8a-trimethyl-2-[[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methoxy]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

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 92c09c1d-1f1c-4f5c-86f5-37c52d08ebf5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(E)-5-[(1R,2R,5R,8aS)-5-(hydroxymethyl)-2,5,8a-trimethyl-2-[[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methoxy]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate
SMILES (Canonical) CC(=CCOC(=O)C)CCC1C2(CCCC(C2CCC1(C)OCC3C(C(C(C(O3)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)(C)CO)C
SMILES (Isomeric) C/C(=C\COC(=O)C)/CC[C@@H]1[C@]2(CCC[C@@](C2CC[C@@]1(C)OC[C@@H]3[C@H]([C@@H]([C@H](C(O3)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)(C)CO)C
InChI InChI=1S/C36H56O13/c1-21(14-18-43-22(2)38)11-12-29-35(8)16-10-15-34(7,20-37)28(35)13-17-36(29,9)44-19-27-30(45-23(3)39)31(46-24(4)40)32(47-25(5)41)33(49-27)48-26(6)42/h14,27-33,37H,10-13,15-20H2,1-9H3/b21-14+/t27-,28?,29-,30-,31+,32-,33?,34+,35+,36-/m1/s1
InChI Key YSMMWGYDVDHOKB-VWYBEYMLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H56O13
Molecular Weight 696.80 g/mol
Exact Mass 696.37209184 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-5-[(1R,2R,5R,8aS)-5-(hydroxymethyl)-2,5,8a-trimethyl-2-[[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methoxy]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9125 91.25%
Caco-2 - 0.8339 83.39%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8347 83.47%
OATP2B1 inhibitior - 0.5783 57.83%
OATP1B1 inhibitior + 0.7936 79.36%
OATP1B3 inhibitior + 0.8482 84.82%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9701 97.01%
P-glycoprotein inhibitior + 0.8116 81.16%
P-glycoprotein substrate - 0.7120 71.20%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8697 86.97%
CYP3A4 inhibition - 0.7815 78.15%
CYP2C9 inhibition - 0.8890 88.90%
CYP2C19 inhibition - 0.8388 83.88%
CYP2D6 inhibition - 0.9600 96.00%
CYP1A2 inhibition - 0.7206 72.06%
CYP2C8 inhibition + 0.6132 61.32%
CYP inhibitory promiscuity - 0.9192 91.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6818 68.18%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.5727 57.27%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4381 43.81%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6923 69.23%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6579 65.79%
Acute Oral Toxicity (c) III 0.5751 57.51%
Estrogen receptor binding + 0.7360 73.60%
Androgen receptor binding + 0.6651 66.51%
Thyroid receptor binding - 0.5208 52.08%
Glucocorticoid receptor binding + 0.7365 73.65%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.7274 72.74%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9657 96.57%

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 97.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.46% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.33% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 93.22% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 92.50% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 91.36% 91.19%
CHEMBL233 P35372 Mu opioid receptor 90.55% 97.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.74% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.39% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.99% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.57% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.83% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.47% 100.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.34% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.03% 96.77%
CHEMBL2581 P07339 Cathepsin D 80.99% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.80% 89.00%

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.
Solanecio mannii

Cross-Links

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PubChem 162816971
LOTUS LTS0243031
wikiData Q105359944