6,8-Dihydroxy-9-(hydroxymethyl)-4-methyl-1,10-dioxaspiro[4.5]dec-3-en-2-one

Details

• Internal ID: 8bc0128e-9c38-4adb-a56c-d52bbad147a2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 6,8-dihydroxy-9-(hydroxymethyl)-4-methyl-1,10-dioxaspiro[4.5]dec-3-en-2-one
• InChI: InChI=1S/C10H14O6/c1-5-2-9(14)16-10(5)8(13)3-6(12)7(4-11)15-10/h2,6-8,11-13H,3-4H2,1H3
• InChI Key: QBNWAIJUJSAYCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₆
• Molecular Weight: 230.21 g/mol
• Exact Mass: 230.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5885	58.85%
Caco-2	-	0.5739	57.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9709	97.09%
P-glycoprotein inhibitior	-	0.9583	95.83%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	+	0.5312	53.12%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.9585	95.85%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.9258	92.58%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.9239	92.39%
CYP2C8 inhibition	-	0.9455	94.55%
CYP inhibitory promiscuity	-	0.9202	92.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7138	71.38%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6811	68.11%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5431	54.31%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	-	0.8078	80.78%
Androgen receptor binding	+	0.6184	61.84%
Thyroid receptor binding	-	0.5388	53.88%
Glucocorticoid receptor binding	-	0.6096	60.96%
Aromatase binding	-	0.8769	87.69%
PPAR gamma	-	0.7269	72.69%
Honey bee toxicity	-	0.9056	90.56%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5057	50.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.86%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.91%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.01%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	87.44%	97.79%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.30%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.56%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.45%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.08%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

• Jacobaea cannabifolia

Cross-Links

• PubChem: 163189855
• LOTUS: LTS0246069
• wikiData: Q105217931