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

Details

• Internal ID: 61eff792-98d4-4809-a477-317d79b0e03a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-2-ethenyl-2-hydroxy-6-methylhept-5-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(COC1C(C(C(C(O1)CO)O)O)O)(C=C)O)C
• SMILES (Isomeric): CC(=CCC[C@](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C=C)O)C
• InChI: InChI=1S/C16H28O7/c1-4-16(21,7-5-6-10(2)3)9-22-15-14(20)13(19)12(18)11(8-17)23-15/h4,6,11-15,17-21H,1,5,7-9H2,2-3H3/t11-,12-,13+,14-,15-,16+/m1/s1
• InChI Key: GYQYEMLFBFQXSW-AQGHMYMLSA-N
• Popularity: 0 references 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	-	0.6543	65.43%
Caco-2	-	0.8066	80.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8212	82.12%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9200	92.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6569	65.69%
BSEP inhibitior	-	0.6682	66.82%
P-glycoprotein inhibitior	-	0.8775	87.75%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.8489	84.89%
CYP2C8 inhibition	-	0.7310	73.10%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.7253	72.53%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6717	67.17%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5850	58.50%
skin sensitisation	-	0.7706	77.06%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6566	65.66%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	-	0.5418	54.18%
Androgen receptor binding	-	0.5849	58.49%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.5396	53.96%
Aromatase binding	-	0.5596	55.96%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.6821	68.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.7372	73.72%

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	93.08%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	90.67%	99.43%
CHEMBL3401	O75469	Pregnane X receptor	90.50%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.57%	96.09%
CHEMBL3589	P55263	Adenosine kinase	86.63%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	82.12%	83.82%
CHEMBL2581	P07339	Cathepsin D	81.80%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.39%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.03%	97.36%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 162843380
• LOTUS: LTS0208922
• wikiData: Q105024055