(5Z)-2,6-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,5-dien-4-one

Details

• Internal ID: 56355820-bfcc-436d-b31f-f457f4d8d383
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (5Z)-2,6-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,5-dien-4-one
• InChI: InChI=1S/C16H26O7/c1-9(2)6-11(18)7-10(3)4-5-22-16-15(21)14(20)13(19)12(8-17)23-16/h6-7,12-17,19-21H,4-5,8H2,1-3H3/b10-7-/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: OGCTZYQISGLJOL-HAMUSQLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₇
• Molecular Weight: 330.37 g/mol
• Exact Mass: 330.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.7130	71.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8779	87.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9119	91.19%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8816	88.16%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.9415	94.15%
CYP3A4 substrate	+	0.5198	51.98%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.8239	82.39%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	-	0.8195	81.95%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	-	0.9033	90.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7163	71.63%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9772	97.72%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6836	68.36%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7433	74.33%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5364	53.64%
Acute Oral Toxicity (c)	III	0.6290	62.90%
Estrogen receptor binding	-	0.5817	58.17%
Androgen receptor binding	-	0.5877	58.77%
Thyroid receptor binding	+	0.6281	62.81%
Glucocorticoid receptor binding	-	0.4911	49.11%
Aromatase binding	-	0.6479	64.79%
PPAR gamma	-	0.6538	65.38%
Honey bee toxicity	-	0.7638	76.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.6893	68.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.89%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.30%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.93%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.87%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.86%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.15%	94.33%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.22%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.44%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%

Plants that contains it

• Spiraea cantoniensis

Cross-Links

• PubChem: 14527025
• LOTUS: LTS0048148
• wikiData: Q105191538