PlantaeDB Logo
Login Sign-up

[(E)-5-[(1S,2S,4aR,8aR)-2-[(2R,3S,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-2,5,5,8a-tetramethyl-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

Top
Internal ID e166ad80-cc23-452f-b2b2-f79908e0554c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(E)-5-[(1S,2S,4aR,8aR)-2-[(2R,3S,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-2,5,5,8a-tetramethyl-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)OC3C(C(C(CO3)OC(=O)C)O)O)(C)C)C
SMILES (Isomeric) C/C(=C\COC(=O)C)/CC[C@H]1[C@@]2(CCCC([C@H]2CC[C@]1(C)O[C@@H]3[C@H]([C@@H]([C@H](CO3)OC(=O)C)O)O)(C)C)C
InChI InChI=1S/C29H48O8/c1-18(12-16-34-19(2)30)9-10-23-28(6)14-8-13-27(4,5)22(28)11-15-29(23,7)37-26-25(33)24(32)21(17-35-26)36-20(3)31/h12,21-26,32-33H,8-11,13-17H2,1-7H3/b18-12+/t21-,22+,23-,24+,25-,26+,28+,29-/m0/s1
InChI Key QUKNWIKTMZNKLT-YXSVBLIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H48O8
Molecular Weight 524.70 g/mol
Exact Mass 524.33491849 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(E)-5-[(1S,2S,4aR,8aR)-2-[(2R,3S,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8535 85.35%
Caco-2 - 0.7218 72.18%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8942 89.42%
OATP2B1 inhibitior - 0.5658 56.58%
OATP1B1 inhibitior + 0.8445 84.45%
OATP1B3 inhibitior - 0.2270 22.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.8599 85.99%
P-glycoprotein inhibitior + 0.7014 70.14%
P-glycoprotein substrate - 0.6892 68.92%
CYP3A4 substrate + 0.7021 70.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.9065 90.65%
CYP2C9 inhibition - 0.8166 81.66%
CYP2C19 inhibition - 0.8128 81.28%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.7024 70.24%
CYP2C8 inhibition + 0.6272 62.72%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6680 66.80%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9243 92.43%
Skin irritation - 0.6358 63.58%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5276 52.76%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7101 71.01%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6821 68.21%
Acute Oral Toxicity (c) III 0.5977 59.77%
Estrogen receptor binding + 0.6671 66.71%
Androgen receptor binding + 0.6048 60.48%
Thyroid receptor binding - 0.5297 52.97%
Glucocorticoid receptor binding + 0.6856 68.56%
Aromatase binding + 0.7513 75.13%
PPAR gamma + 0.6315 63.15%
Honey bee toxicity - 0.6950 69.50%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9883 98.83%

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 97.97% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.04% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.03% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.16% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.74% 94.45%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.03% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 84.87% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.67% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.63% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.02% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.70% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 83.46% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.02% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.17% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.05% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.01% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.86% 91.07%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.86% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.37% 93.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162924272
LOTUS LTS0218083
wikiData Q105228253