PlantaeDB Logo
Login Sign-up

[(2'S,3R,4R,4aS,7S,8S,8aS)-3-acetyloxy-2'-(2-hydroxyethyl)-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]methyl 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 3cce8d7c-6b1d-4c3a-b642-e8506bb0fc48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2'S,3R,4R,4aS,7S,8S,8aS)-3-acetyloxy-2'-(2-hydroxyethyl)-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]methyl acetate
SMILES (Canonical) CC1CCC2C(C13CCC(O3)(CCO)COC(=O)C)(CCC(C2(C)CO)OC(=O)C)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@@]([C@]13CC[C@](O3)(CCO)COC(=O)C)(CC[C@H]([C@@]2(C)CO)OC(=O)C)C
InChI InChI=1S/C24H40O7/c1-16-6-7-19-21(4,14-26)20(30-18(3)28)8-9-22(19,5)24(16)11-10-23(31-24,12-13-25)15-29-17(2)27/h16,19-20,25-26H,6-15H2,1-5H3/t16-,19-,20+,21-,22-,23-,24-/m0/s1
InChI Key IARLCBWNSASOPX-XTLVLPLUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H40O7
Molecular Weight 440.60 g/mol
Exact Mass 440.27740361 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2'S,3R,4R,4aS,7S,8S,8aS)-3-acetyloxy-2'-(2-hydroxyethyl)-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9159 91.59%
Caco-2 - 0.5461 54.61%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7514 75.14%
OATP2B1 inhibitior - 0.7192 71.92%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9300 93.00%
P-glycoprotein inhibitior - 0.5681 56.81%
P-glycoprotein substrate - 0.6481 64.81%
CYP3A4 substrate + 0.6796 67.96%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8433 84.33%
CYP3A4 inhibition - 0.6098 60.98%
CYP2C9 inhibition - 0.8829 88.29%
CYP2C19 inhibition - 0.8549 85.49%
CYP2D6 inhibition - 0.9621 96.21%
CYP1A2 inhibition - 0.8835 88.35%
CYP2C8 inhibition + 0.5899 58.99%
CYP inhibitory promiscuity - 0.9256 92.56%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5666 56.66%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8688 86.88%
Skin irritation - 0.5124 51.24%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5849 58.49%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7136 71.36%
skin sensitisation - 0.9555 95.55%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6648 66.48%
Acute Oral Toxicity (c) III 0.4039 40.39%
Estrogen receptor binding + 0.8317 83.17%
Androgen receptor binding + 0.6974 69.74%
Thyroid receptor binding + 0.5518 55.18%
Glucocorticoid receptor binding + 0.6524 65.24%
Aromatase binding + 0.7497 74.97%
PPAR gamma + 0.6218 62.18%
Honey bee toxicity - 0.7839 78.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9264 92.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.78% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 94.45% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.87% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 88.63% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.61% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.37% 91.65%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.32% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 86.16% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.07% 96.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.13% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.87% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.22% 100.00%
CHEMBL5028 O14672 ADAM10 82.54% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.13% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.80% 91.07%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.31% 86.92%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.17% 82.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.02% 96.77%

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.
Lagochilus inebrians

Cross-Links

Top
PubChem 163193135
LOTUS LTS0102547
wikiData Q105036255