2-[[6-hydroxy-4-[hydroxy(methoxy)methyl]-7-methylidene-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6d16624e-2c89-478b-9744-75f4cd19a690
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[[6-hydroxy-4-[hydroxy(methoxy)methyl]-7-methylidene-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5,7,9-23H,1,3-4H2,2H3
• InChI Key: TXZBXNYXMDKPRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.15259702 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5137	51.37%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4822	48.22%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8058	80.58%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9570	95.70%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.7369	73.69%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8153	81.53%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	-	0.7205	72.05%
CYP inhibitory promiscuity	-	0.8056	80.56%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6896	68.96%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9634	96.34%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5802	58.02%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.6137	61.37%
Androgen receptor binding	+	0.5416	54.16%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	-	0.5355	53.55%
Aromatase binding	+	0.6395	63.95%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.7770	77.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5852	58.52%

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	96.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.51%	96.61%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.85%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.09%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.08%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.25%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.40%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

• Aureolaria flava

Cross-Links

• PubChem: 163003297
• LOTUS: LTS0017497
• wikiData: Q105267181