(2R,3R,4S,5S,6R)-2-[(1R,2R)-2-(2-hydroxyethyl)-3,4-bis(hydroxymethyl)cyclopent-3-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0ed507ad-f1f5-49e1-a19e-6a52c3bfe083
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1R,2R)-2-(2-hydroxyethyl)-3,4-bis(hydroxymethyl)cyclopent-3-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(=C1CO)CO)CCO)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H](C(=C1CO)CO)CCO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C15H26O9/c16-2-1-8-9(5-18)7(4-17)3-10(8)23-15-14(22)13(21)12(20)11(6-19)24-15/h8,10-22H,1-6H2/t8-,10-,11-,12-,13+,14-,15-/m1/s1
• InChI Key: MFWQCQUSLBCVIU-UUQQTNGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₉
• Molecular Weight: 350.36 g/mol
• Exact Mass: 350.15768240 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -3.14
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7990	79.90%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9581	95.81%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8229	82.29%
CYP3A4 inhibition	-	0.9766	97.66%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.8264	82.64%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	-	0.7423	74.23%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7353	73.53%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7582	75.82%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5412	54.12%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7234	72.34%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	-	0.6993	69.93%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	-	0.7687	76.87%
Aromatase binding	+	0.5644	56.44%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.7737	77.37%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	-	0.6040	60.40%

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	96.61%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.42%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL3589	P55263	Adenosine kinase	87.75%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.12%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.20%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.48%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%

Plants that contains it

• Aucuba japonica
• Eucommia ulmoides

Cross-Links

• PubChem: 6325167
• NPASS: NPC76365
• LOTUS: LTS0251379
• wikiData: Q105163060