Jasminoside N

Details

• Internal ID: 3ea01b2c-e972-46b8-8605-d0da14acfbcb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=CCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)/C)C
• InChI: InChI=1S/C22H38O11/c1-11(2)5-4-6-12(3)7-8-30-21-19(28)18(27)16(25)14(33-21)10-31-22-20(29)17(26)15(24)13(9-23)32-22/h5,7,13-29H,4,6,8-10H2,1-3H3/b12-7+/t13-,14-,15-,16-,17+,18+,19-,20-,21-,22-/m1/s1
• InChI Key: GOGLDSNWBWSTJG-KTSRQYQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₁₁
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.24141202 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• AKOS040736123
• 1231710-13-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6844	68.44%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8533	85.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.8282	82.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7186	71.86%
P-glycoprotein inhibitior	-	0.7358	73.58%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	+	0.5385	53.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.8589	85.89%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.8577	85.77%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7043	70.43%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9576	95.76%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7002	70.02%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8415	84.15%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5478	54.78%
Acute Oral Toxicity (c)	III	0.6755	67.55%
Estrogen receptor binding	+	0.5337	53.37%
Androgen receptor binding	-	0.6673	66.73%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6396	63.96%
Aromatase binding	+	0.6947	69.47%
PPAR gamma	+	0.6191	61.91%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9275	92.75%

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	94.93%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.16%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.21%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.11%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.85%	95.50%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 101505270
• LOTUS: LTS0057617
• wikiData: Q105013858