2-[2-(8-Hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)propan-2-yloxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 20149c13-ec4e-40af-933d-e2d73d678103
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[2-(8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)propan-2-yloxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(C)C2CCC3(CCCC(C3C2)(C)O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC(C)(C)C2CCC3(CCCC(C3C2)(C)O)C)O)O)O
• InChI: InChI=1S/C21H38O6/c1-12-15(22)16(23)17(24)18(26-12)27-19(2,3)13-7-10-20(4)8-6-9-21(5,25)14(20)11-13/h12-18,22-25H,6-11H2,1-5H3
• InChI Key: HUSBLOAZNQURFJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₆
• Molecular Weight: 386.50 g/mol
• Exact Mass: 386.26683893 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7262	72.62%
Caco-2	-	0.6952	69.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6255	62.55%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.8696	86.96%
P-glycoprotein inhibitior	-	0.8109	81.09%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.9019	90.19%
CYP2C19 inhibition	-	0.8619	86.19%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.7865	78.65%
CYP2C8 inhibition	+	0.4856	48.56%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7176	71.76%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9509	95.09%
Skin irritation	-	0.6024	60.24%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6908	69.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.7041	70.41%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7989	79.89%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	-	0.4940	49.40%
Androgen receptor binding	-	0.5890	58.90%
Thyroid receptor binding	+	0.6709	67.09%
Glucocorticoid receptor binding	+	0.5859	58.59%
Aromatase binding	+	0.6888	68.88%
PPAR gamma	+	0.5671	56.71%
Honey bee toxicity	-	0.7776	77.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9049	90.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.24%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	95.12%	97.31%
CHEMBL1951	P21397	Monoamine oxidase A	93.59%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.55%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.20%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.66%	98.99%
CHEMBL1937	Q92769	Histone deacetylase 2	86.75%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	86.74%	95.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.21%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.47%	86.33%
CHEMBL1871	P10275	Androgen Receptor	85.35%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.10%	92.62%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	84.67%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.11%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.54%	93.04%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.30%	97.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 73077690
• LOTUS: LTS0164170
• wikiData: Q105034006