7-methylidene-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 96d9510a-56a2-4919-8380-bde8d79ed5d7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 7-methylidene-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C16H22O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5,7,9-13,15-20H,1-4H2,(H,21,22)
• InChI Key: PQLXZSZTCRYPHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5080	50.80%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7391	73.91%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9374	93.74%
P-glycoprotein inhibitior	-	0.8865	88.65%
P-glycoprotein substrate	-	0.9357	93.57%
CYP3A4 substrate	+	0.5263	52.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.8891	88.91%
CYP2C9 inhibition	-	0.8574	85.74%
CYP2C19 inhibition	-	0.8276	82.76%
CYP2D6 inhibition	-	0.8744	87.44%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	-	0.7304	73.04%
CYP inhibitory promiscuity	-	0.7965	79.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7335	73.35%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5833	58.33%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.8089	80.89%
skin sensitisation	-	0.8435	84.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4917	49.17%
Acute Oral Toxicity (c)	III	0.4346	43.46%
Estrogen receptor binding	+	0.5746	57.46%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5678	56.78%
Glucocorticoid receptor binding	-	0.6328	63.28%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.5474	54.74%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.3636	36.36%

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	95.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.64%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.22%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%

Plants that contains it

• Scyphiphora hydrophylacea

Cross-Links

• PubChem: 74151567
• LOTUS: LTS0264377
• wikiData: Q105213279