5-hydroxy-7-(hydroxymethyl)-4,4a,5,7a-tetrahydro-1H-cyclopenta[c]pyran-3-one

Details

• Internal ID: 787d9247-44fb-4678-95e0-12d0f7e31ff6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5-hydroxy-7-(hydroxymethyl)-4,4a,5,7a-tetrahydro-1H-cyclopenta[c]pyran-3-one
• InChI: InChI=1S/C9H12O4/c10-3-5-1-8(11)6-2-9(12)13-4-7(5)6/h1,6-8,10-11H,2-4H2
• InChI Key: IGAJHBXTLAVHLX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9410	94.10%
Caco-2	-	0.8241	82.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7424	74.24%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9852	98.52%
P-glycoprotein substrate	-	0.8688	86.88%
CYP3A4 substrate	-	0.5909	59.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.9293	92.93%
CYP2C9 inhibition	-	0.9184	91.84%
CYP2C19 inhibition	-	0.8157	81.57%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.8116	81.16%
CYP2C8 inhibition	-	0.9538	95.38%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6902	69.02%
Eye corrosion	-	0.9550	95.50%
Eye irritation	+	0.5859	58.59%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.6122	61.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.7314	73.14%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5776	57.76%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5912	59.12%
Acute Oral Toxicity (c)	III	0.5238	52.38%
Estrogen receptor binding	-	0.7857	78.57%
Androgen receptor binding	-	0.7191	71.91%
Thyroid receptor binding	-	0.8696	86.96%
Glucocorticoid receptor binding	-	0.5743	57.43%
Aromatase binding	-	0.8489	84.89%
PPAR gamma	-	0.7418	74.18%
Honey bee toxicity	-	0.8073	80.73%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6931	69.31%

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	91.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.09%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.08%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.91%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.66%	89.00%

Plants that contains it

• Pedicularis chinensis
• Scrophularia buergeriana

Cross-Links

• PubChem: 85294993
• LOTUS: LTS0227488
• wikiData: Q105112505