(2R,3R,4S,5S,6R)-2-[[(1R,2S,4aS,5S,8aR)-5-hydroxy-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 5d530a62-edd3-471f-a8ca-90a4be414141
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aS,5S,8aR)-5-hydroxy-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1CCC2(C(CCC(=C)C2C1OC3C(C(C(C(O3)CO)O)O)O)O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]2([C@H](CCC(=C)[C@H]2[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C
• InChI: InChI=1S/C21H36O7/c1-10(2)12-7-8-21(4)14(23)6-5-11(3)15(21)19(12)28-20-18(26)17(25)16(24)13(9-22)27-20/h10,12-20,22-26H,3,5-9H2,1-2,4H3/t12-,13+,14-,15-,16+,17-,18+,19+,20-,21+/m0/s1
• InChI Key: ZBTCJWXANPBAGE-LUKDBAKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.57
• 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	+	0.7610	76.10%
Caco-2	-	0.7455	74.55%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.7928	79.28%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.8764	87.64%
P-glycoprotein inhibitior	-	0.8192	81.92%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.7528	75.28%
CYP2C9 inhibition	-	0.7639	76.39%
CYP2C19 inhibition	-	0.7864	78.64%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7660	76.60%
CYP2C8 inhibition	-	0.7816	78.16%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9519	95.19%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7993	79.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5402	54.02%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7884	78.84%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8597	85.97%
Acute Oral Toxicity (c)	III	0.6629	66.29%
Estrogen receptor binding	+	0.6006	60.06%
Androgen receptor binding	+	0.5847	58.47%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.6175	61.75%
Honey bee toxicity	-	0.7705	77.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9682	96.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.33%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.02%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	89.44%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.32%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	87.86%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL1977	P11473	Vitamin D receptor	85.65%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.02%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.97%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.88%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.51%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.23%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.93%	95.50%
CHEMBL1871	P10275	Androgen Receptor	80.22%	96.43%

Plants that contains it

• Litchi chinensis

Cross-Links

• PubChem: 102274023
• LOTUS: LTS0168733
• wikiData: Q105370839