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

Details

• Internal ID: 5f74da52-125f-4c30-821f-275ea2af509c
• 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-carbaldehyde
• SMILES (Canonical): C=C1CCC2C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C=C1CCC2C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C16H22O8/c1-7-2-3-9-8(4-17)6-22-15(11(7)9)24-16-14(21)13(20)12(19)10(5-18)23-16/h4,6,9-16,18-21H,1-3,5H2
• InChI Key: XWOWAJVWMSDOBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• 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	-	0.8737	87.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.7702	77.02%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9219	92.19%
P-glycoprotein inhibitior	-	0.8773	87.73%
P-glycoprotein substrate	-	0.9107	91.07%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8363	83.63%
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	-	0.7280	72.80%
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	-	0.9395	93.95%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3975	39.75%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.7893	78.93%
skin sensitisation	-	0.8435	84.35%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.4346	43.46%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5314	53.14%
Thyroid receptor binding	+	0.5321	53.21%
Glucocorticoid receptor binding	-	0.6111	61.11%
Aromatase binding	+	0.5300	53.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
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	96.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.77%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.54%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.15%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.77%	89.00%

Plants that contains it

• Nepeta nuda

Cross-Links

• PubChem: 162914624
• LOTUS: LTS0266291
• wikiData: Q105343683