2,6'-Dihydroxy-2'-(hydroxymethyl)-2,4-dimethylspiro[3a,4,5,7a-tetrahydrofuro[2,3-c]pyran-3,5'-cyclohex-2-ene]-1',7-dione

Details

• Internal ID: 88d59908-eddf-45f5-92ba-87f515602076
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 2,6'-dihydroxy-2'-(hydroxymethyl)-2,4-dimethylspiro[3a,4,5,7a-tetrahydrofuro[2,3-c]pyran-3,5'-cyclohex-2-ene]-1',7-dione
• SMILES (Canonical): CC1COC(=O)C2C1C3(CC=C(C(=O)C3O)CO)C(O2)(C)O
• SMILES (Isomeric): CC1COC(=O)C2C1C3(CC=C(C(=O)C3O)CO)C(O2)(C)O
• InChI: InChI=1S/C15H20O7/c1-7-6-21-13(19)11-9(7)15(14(2,20)22-11)4-3-8(5-16)10(17)12(15)18/h3,7,9,11-12,16,18,20H,4-6H2,1-2H3
• InChI Key: RTTDYIKRWSMBLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.31 g/mol
• Exact Mass: 312.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 7
• 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	+	0.8578	85.78%
Caco-2	-	0.5643	56.43%
Blood Brain Barrier	+	0.5277	52.77%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8690	86.90%
P-glycoprotein inhibitior	-	0.9102	91.02%
P-glycoprotein substrate	-	0.6966	69.66%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.8609	86.09%
CYP2C9 inhibition	-	0.8824	88.24%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	-	0.7773	77.73%
CYP inhibitory promiscuity	-	0.8138	81.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5718	57.18%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.6074	60.74%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6143	61.43%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5789	57.89%
Acute Oral Toxicity (c)	I	0.5158	51.58%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.6987	69.87%
Thyroid receptor binding	+	0.5998	59.98%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	-	0.4829	48.29%
PPAR gamma	-	0.5200	52.00%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	96.75%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.30%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.17%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.19%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.74%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.16%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.12%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815718
• LOTUS: LTS0185700
• wikiData: Q104196930