(2R,3S,4S,5S)-2-[(2S,3S,4S,5R,6S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2E,6E,10E)-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: cf74e98a-3bab-49ab-9892-f660c0ea38ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5S)-2-[(2S,3S,4S,5R,6S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2E,6E,10E)-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC=C(C)CCC=C(C)CCC=C(C)COC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(CO3)O)O)O
• SMILES (Isomeric): C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CO[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O[C@H]2[C@H]([C@H]([C@H]([C@@H](O2)C)O)O)O[C@@H]3[C@H]([C@H]([C@H](CO3)O)O)O
• InChI: InChI=1S/C32H54O14/c1-6-16(2)9-7-10-17(3)11-8-12-18(4)14-41-31-28(26(39)24(37)21(13-33)44-31)46-32-29(25(38)22(35)19(5)43-32)45-30-27(40)23(36)20(34)15-42-30/h6,10,12,19-40H,7-9,11,13-15H2,1-5H3/b16-6+,17-10+,18-12+/t19-,20-,21-,22-,23-,24+,25-,26-,27-,28+,29-,30+,31-,32-/m0/s1
• InChI Key: UBONPOCLFQHGAI-DSTJCNIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₄
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.35135639 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7219	72.19%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.8682	86.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7982	79.82%
P-glycoprotein inhibitior	+	0.5766	57.66%
P-glycoprotein substrate	-	0.6849	68.49%
CYP3A4 substrate	+	0.6433	64.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8657	86.57%
CYP2C9 inhibition	-	0.9211	92.11%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8883	88.83%
CYP2C8 inhibition	-	0.6366	63.66%
CYP inhibitory promiscuity	-	0.9580	95.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.7258	72.58%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7395	73.95%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8847	88.47%
Acute Oral Toxicity (c)	III	0.6487	64.87%
Estrogen receptor binding	+	0.6681	66.81%
Androgen receptor binding	-	0.5612	56.12%
Thyroid receptor binding	-	0.5646	56.46%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.6486	64.86%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8598	85.98%

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	97.92%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.04%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL3589	P55263	Adenosine kinase	91.03%	98.05%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.59%	92.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.14%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.52%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.14%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.41%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	84.76%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.72%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.64%	95.93%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.43%	92.32%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.38%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.24%	93.10%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.65%	96.11%

Plants that contains it

• Sapindus delavayi

Cross-Links

• PubChem: 163035932
• LOTUS: LTS0203219
• wikiData: Q105269545