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Lagochilin

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 e07ab220-b72c-4bf5-98e1-c2e79d7b5c6e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1R,2S,4aS,5R,5'S,6R,8aS)-5'-(2-hydroxyethyl)-1,5'-bis(hydroxymethyl)-1,4a,6-trimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-ol
SMILES (Canonical) CC1CCC2C(C13CCC(O3)(CCO)CO)(CCC(C2(C)CO)O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC[C@](O3)(CCO)CO)(CC[C@@H]([C@@]2(C)CO)O)C
InChI InChI=1S/C20H36O5/c1-14-4-5-15-17(2,12-22)16(24)6-7-18(15,3)20(14)9-8-19(13-23,25-20)10-11-21/h14-16,21-24H,4-13H2,1-3H3/t14-,15+,16+,17+,18+,19+,20-/m1/s1
InChI Key XYPPDQHBNJURHU-IPOQXWOTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H36O5
Molecular Weight 356.50 g/mol
Exact Mass 356.25627424 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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23554-81-6
S62BXK5HES
(1R,2S,4aS,5R,5'S,6R,8aS)-5'-(2-hydroxyethyl)-1,5'-bis(hydroxymethyl)-1,4a,6-trimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-ol
131898-43-6
(1'R,2'R,4'As,5S,5'R,6'S,8'as)-decahydro-6'-hydroxy-5-(2-hydroxyethyl)-2',5',8'a-trimethylspiro(furan-2(3H),1'(2'H)-naphthalene)-5,5'-dimethanol
(2R,4'aalpha,5S)-3',4,4',4a',5,5',6',7',8',8a'-Decahydro-6'beta-hydroxy-5-(2-hydroxyethyl)-2'alpha,5',8'abeta-trimethylspiro[furan-2(3H),1'(2'H)-naphthalene]-5,5'alpha-dimethanol
Lagochillin
(2R,4'aalpha,5S)-3',4,4',4a',5,5',6',7',8',8a'-Decahydro-6'beta-hydroxy-5-(2-hydroxyethyl)-2'alpha,5',8'abeta-trimethylspiro(furan-2(3H),1'(2'H)-naphthalene)-5,5'alpha-dimethanol
UNII-S62BXK5HES
CHEMBL2165226
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Lagochilin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9171 91.71%
Caco-2 + 0.5792 57.92%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4620 46.20%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.9414 94.14%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5710 57.10%
BSEP inhibitior - 0.7576 75.76%
P-glycoprotein inhibitior - 0.8677 86.77%
P-glycoprotein substrate - 0.7065 70.65%
CYP3A4 substrate + 0.6199 61.99%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.6975 69.75%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8392 83.92%
CYP2C19 inhibition - 0.8242 82.42%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition - 0.8845 88.45%
CYP2C8 inhibition - 0.6194 61.94%
CYP inhibitory promiscuity - 0.9030 90.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6021 60.21%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8589 85.89%
Skin irritation - 0.6246 62.46%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5801 58.01%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7050 70.50%
skin sensitisation - 0.9245 92.45%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4848 48.48%
Acute Oral Toxicity (c) III 0.4339 43.39%
Estrogen receptor binding + 0.8157 81.57%
Androgen receptor binding + 0.6571 65.71%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.5992 59.92%
Aromatase binding + 0.7738 77.38%
PPAR gamma - 0.5585 55.85%
Honey bee toxicity - 0.8588 85.88%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.7354 73.54%

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
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.88% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.27% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.55% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.17% 97.09%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 90.51% 98.46%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.97% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.24% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.82% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.04% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.76% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.43% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 85.34% 98.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.71% 95.50%
CHEMBL206 P03372 Estrogen receptor alpha 83.71% 97.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.18% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.23% 95.89%

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
Lagochilus pubescens

Cross-Links

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PubChem 7061097
LOTUS LTS0041082
wikiData Q13553949