(2R,3R,4S,5S,6R)-2-[2-(2-hydroxyethylidene)-6-methylhept-5-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fe8ad4bc-336d-4d56-a096-163932cd7070
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[2-(2-hydroxyethylidene)-6-methylhept-5-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=CCO)COC1C(C(C(C(O1)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(=CCO)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C
• InChI: InChI=1S/C16H28O7/c1-10(2)4-3-5-11(6-7-17)9-22-16-15(21)14(20)13(19)12(8-18)23-16/h4,6,12-21H,3,5,7-9H2,1-2H3/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: BWDNUPYHNRPALP-IBEHDNSVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6926	69.26%
Caco-2	-	0.7874	78.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7886	78.86%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	+	0.5094	50.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8669	86.69%
CYP2C19 inhibition	-	0.8170	81.70%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.8241	82.41%
CYP2C8 inhibition	-	0.8715	87.15%
CYP inhibitory promiscuity	-	0.9133	91.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.7936	79.36%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5452	54.52%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.8574	85.74%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5367	53.67%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	-	0.5725	57.25%
Androgen receptor binding	-	0.6504	65.04%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6722	67.22%
Aromatase binding	-	0.5654	56.54%
PPAR gamma	+	0.5374	53.74%
Honey bee toxicity	-	0.7685	76.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7970	79.70%

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	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.38%	97.36%
CHEMBL3589	P55263	Adenosine kinase	82.31%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.87%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.87%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.25%	91.24%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 162911630
• LOTUS: LTS0252511
• wikiData: Q104947133