(Z)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-one

Details

• Internal ID: 85f98855-50b6-4f67-85f0-c9d1f2d0bda7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (Z)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-one
• SMILES (Canonical): CC(=O)CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(=O)CC/C=C(/C)\CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C14H24O7/c1-8(4-3-5-9(2)16)7-20-14-13(19)12(18)11(17)10(6-15)21-14/h4,10-15,17-19H,3,5-7H2,1-2H3/b8-4-/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: DNUPSKJMHPRNPH-LVEODJCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₇
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.88
• 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	-	0.6246	62.46%
Caco-2	-	0.7405	74.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8933	89.33%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7794	77.94%
P-glycoprotein inhibitior	-	0.9249	92.49%
P-glycoprotein substrate	-	0.9539	95.39%
CYP3A4 substrate	+	0.5188	51.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.9117	91.17%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.8119	81.19%
CYP2C8 inhibition	-	0.8545	85.45%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7586	75.86%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9708	97.08%
Skin irritation	-	0.7774	77.74%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7761	77.61%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7858	78.58%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5584	55.84%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	-	0.8243	82.43%
Androgen receptor binding	-	0.6948	69.48%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	-	0.6065	60.65%
Aromatase binding	-	0.7628	76.28%
PPAR gamma	-	0.6132	61.32%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	0.8990	89.90%

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	94.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.24%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.64%	94.33%

Plants that contains it

• Rhodiola crenulata

Cross-Links

• PubChem: 101843541
• LOTUS: LTS0001065
• wikiData: Q104985740