2-(Hydroxymethyl)-6-[[7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 48510a02-659d-4e90-8407-8154d4b8309f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[[7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC12CCCC(C1CC(CC2)C(C)(C)O)(C)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C21H38O7/c1-19(2,26)12-6-9-20(3)7-5-8-21(4,14(20)10-12)28-18-17(25)16(24)15(23)13(11-22)27-18/h12-18,22-26H,5-11H2,1-4H3
• InChI Key: VHWTWCWOPLSCJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₇
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.26175355 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4630	46.30%
Caco-2	-	0.7466	74.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	0.5841	58.41%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.8440	84.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9099	90.99%
P-glycoprotein inhibitior	-	0.8069	80.69%
P-glycoprotein substrate	-	0.8951	89.51%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.8949	89.49%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8602	86.02%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	-	0.7929	79.29%
CYP2C8 inhibition	+	0.4720	47.20%
CYP inhibitory promiscuity	-	0.9447	94.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7421	74.21%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9553	95.53%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5067	50.67%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.9277	92.77%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8766	87.66%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	-	0.4750	47.50%
Androgen receptor binding	-	0.5179	51.79%
Thyroid receptor binding	+	0.6610	66.10%
Glucocorticoid receptor binding	-	0.4933	49.33%
Aromatase binding	+	0.6585	65.85%
PPAR gamma	+	0.5502	55.02%
Honey bee toxicity	-	0.6803	68.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8771	87.71%

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	98.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.40%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.16%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	90.76%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	87.99%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.76%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.48%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.92%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.49%	97.86%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.28%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.03%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	84.03%	94.75%
CHEMBL1871	P10275	Androgen Receptor	83.19%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	83.16%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.05%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.66%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	80.47%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.47%	97.53%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.35%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Laggera crispata

Cross-Links

• PubChem: 85225929
• LOTUS: LTS0260187
• wikiData: Q105286665