2-[(2'R,3S,4R,4aS,7S,8S,8aS)-4-(acetyloxymethyl)-3-hydroxy-2'-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]ethyl acetate

Details

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Internal ID b94a1dcd-3e6e-4e14-a081-367ee2a509f6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 2-[(2'R,3S,4R,4aS,7S,8S,8aS)-4-(acetyloxymethyl)-3-hydroxy-2'-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]ethyl acetate
SMILES (Canonical) CC1CCC2C(C13CCC(O3)(CCOC(=O)C)CO)(CCC(C2(C)COC(=O)C)O)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@@]([C@]13CC[C@@](O3)(CCOC(=O)C)CO)(CC[C@@H]([C@@]2(C)COC(=O)C)O)C
InChI InChI=1S/C24H40O7/c1-16-6-7-19-21(4,15-30-18(3)27)20(28)8-9-22(19,5)24(16)11-10-23(14-25,31-24)12-13-29-17(2)26/h16,19-20,25,28H,6-15H2,1-5H3/t16-,19-,20-,21-,22-,23+,24-/m0/s1
InChI Key YVZWXZJOBRCDOQ-YUUZEJIZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9371 93.71%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7854 78.54%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.9016 90.16%
OATP1B3 inhibitior + 0.9486 94.86%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8619 86.19%
P-glycoprotein inhibitior - 0.6449 64.49%
P-glycoprotein substrate - 0.6827 68.27%
CYP3A4 substrate + 0.6786 67.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8336 83.36%
CYP3A4 inhibition - 0.5548 55.48%
CYP2C9 inhibition - 0.8516 85.16%
CYP2C19 inhibition - 0.8345 83.45%
CYP2D6 inhibition - 0.9682 96.82%
CYP1A2 inhibition - 0.8747 87.47%
CYP2C8 inhibition + 0.4889 48.89%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5994 59.94%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9060 90.60%
Skin irritation - 0.5628 56.28%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4426 44.26%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7584 75.84%
skin sensitisation - 0.9611 96.11%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.3727 37.27%
Estrogen receptor binding + 0.8250 82.50%
Androgen receptor binding + 0.6619 66.19%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.7553 75.53%
Aromatase binding + 0.7666 76.66%
PPAR gamma + 0.5696 56.96%
Honey bee toxicity - 0.8113 81.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9375 93.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.09% 89.05%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.94% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.38% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.34% 97.09%
CHEMBL204 P00734 Thrombin 89.11% 96.01%
CHEMBL299 P17252 Protein kinase C alpha 88.72% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.54% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.12% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.92% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.81% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.84% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 83.27% 91.65%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.81% 95.71%
CHEMBL5028 O14672 ADAM10 80.70% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.37% 82.69%

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.
Lagochilus inebrians

Cross-Links

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PubChem 163008987
LOTUS LTS0197176
wikiData Q105366350