7-Dehydroxyzaluzioside

Details

• Internal ID: 22b558a2-dcfa-4fad-90b3-430b74e4e601
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,4aS,5R,7aS)-5-hydroxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1C(CC2=C)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@@H](CC2=C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5,8-14,16-22H,1,3-4H2,2H3/t8-,9-,10-,11+,12-,13+,14-,16+,17+/m1/s1
• InChI Key: LSKCMNWGAHRXNA-LPGRTNKPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₀
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.13694696 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEMBL2048527

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6138	61.38%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5822	58.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7291	72.91%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9248	92.48%
P-glycoprotein inhibitior	-	0.8636	86.36%
P-glycoprotein substrate	-	0.7606	76.06%
CYP3A4 substrate	+	0.5937	59.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.8939	89.39%
CYP2C8 inhibition	-	0.7449	74.49%
CYP inhibitory promiscuity	-	0.8362	83.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7222	72.22%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9374	93.74%
Skin irritation	-	0.7649	76.49%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6122	61.22%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.5057	50.57%
Estrogen receptor binding	+	0.5800	58.00%
Androgen receptor binding	-	0.5050	50.50%
Thyroid receptor binding	-	0.5144	51.44%
Glucocorticoid receptor binding	-	0.7001	70.01%
Aromatase binding	-	0.5109	51.09%
PPAR gamma	-	0.5481	54.81%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4907	49.07%

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	96.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.84%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.61%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.21%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.22%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.98%	96.00%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.93%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.52%	94.33%

Plants that contains it

• Phlomoides rotata

Cross-Links

• PubChem: 70686274
• NPASS: NPC101336