6,7-dihydroxy-4,7-dimethyl-4a,5,6,7a-tetrahydro-4H-cyclopenta[b]pyran-3-one

Details

• Internal ID: 06b7562a-6d2b-4dde-bf3a-c1639006c7fb
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 6,7-dihydroxy-4,7-dimethyl-4a,5,6,7a-tetrahydro-4H-cyclopenta[b]pyran-3-one
• SMILES (Canonical): CC1C2CC(C(C2OCC1=O)(C)O)O
• SMILES (Isomeric): CC1C2CC(C(C2OCC1=O)(C)O)O
• InChI: InChI=1S/C10H16O4/c1-5-6-3-8(12)10(2,13)9(6)14-4-7(5)11/h5-6,8-9,12-13H,3-4H2,1-2H3
• InChI Key: AKSVFQUZZNWLCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9214	92.14%
Caco-2	-	0.7168	71.68%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9551	95.51%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9530	95.30%
P-glycoprotein inhibitior	-	0.9779	97.79%
P-glycoprotein substrate	-	0.7582	75.82%
CYP3A4 substrate	+	0.5639	56.39%
CYP2C9 substrate	-	0.6390	63.90%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	-	0.9509	95.09%
CYP2C9 inhibition	-	0.9482	94.82%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.7178	71.78%
CYP2C8 inhibition	-	0.9723	97.23%
CYP inhibitory promiscuity	-	0.9910	99.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8582	85.82%
Skin irritation	-	0.6833	68.33%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7445	74.45%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.3612	36.12%
Estrogen receptor binding	+	0.5408	54.08%
Androgen receptor binding	-	0.6518	65.18%
Thyroid receptor binding	-	0.6561	65.61%
Glucocorticoid receptor binding	-	0.5255	52.55%
Aromatase binding	-	0.8548	85.48%
PPAR gamma	-	0.7301	73.01%
Honey bee toxicity	-	0.8689	86.89%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5741	57.41%

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	92.02%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.95%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.96%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.89%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	80.43%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%

Plants that contains it

• Patrinia scabra

Cross-Links

• PubChem: 162951425
• LOTUS: LTS0131459
• wikiData: Q104913836