1-Methyl-1-[(2R,4aalpha)-decahydro-8-methylene-8aalpha-methylnaphthalene-2-yl]ethyl 3-O,4-O,6-O-triacetyl-beta-D-glucopyranoside

Details

• Internal ID: 14866c03-29f5-4128-8e16-abb22d51c808
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-6-[2-[(2R,4aR,8aS)-8a-methyl-8-methylidene-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl]propan-2-yloxy]-3,4-diacetyloxy-5-hydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC(C)(C)C2CCC3CCCC(=C)C3(C2)C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(C)(C)[C@@H]2CC[C@H]3CCCC(=C)[C@]3(C2)C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C27H42O9/c1-15-9-8-10-19-11-12-20(13-27(15,19)7)26(5,6)36-25-22(31)24(34-18(4)30)23(33-17(3)29)21(35-25)14-32-16(2)28/h19-25,31H,1,8-14H2,2-7H3/t19-,20-,21-,22-,23-,24-,25+,27-/m1/s1
• InChI Key: WRFCSYVHBATOBX-QEQROKPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₉
• Molecular Weight: 510.60 g/mol
• Exact Mass: 510.28288291 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	-	0.7314	73.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	+	0.8045	80.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4827	48.27%
P-glycoprotein inhibitior	+	0.7147	71.47%
P-glycoprotein substrate	-	0.7655	76.55%
CYP3A4 substrate	+	0.7032	70.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7134	71.34%
CYP2C9 inhibition	-	0.7833	78.33%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.6339	63.39%
CYP2C8 inhibition	+	0.4943	49.43%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6935	69.35%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8936	89.36%
Skin irritation	-	0.5454	54.54%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6066	60.66%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6069	60.69%
skin sensitisation	-	0.7973	79.73%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7630	76.30%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	-	0.5693	56.93%
Thyroid receptor binding	-	0.5346	53.46%
Glucocorticoid receptor binding	+	0.7104	71.04%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	+	0.6235	62.35%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	92.73%	92.50%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.22%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	84.47%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.47%	94.33%
CHEMBL259	P32245	Melanocortin receptor 4	84.07%	95.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.00%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	82.89%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.23%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.22%	82.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.91%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.85%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	80.43%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.21%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.12%	100.00%

Plants that contains it

• Roldana angulifolia
• Wurfbainia villosa

Cross-Links

• PubChem: 16099569
• NPASS: NPC93848
• LOTUS: LTS0037783
• wikiData: Q105311196