(4S,4aR,6S,7R,7aR)-6-hydroxy-4-(hydroxymethyl)-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one

Details

• Internal ID: f38c1db4-2f5e-49dd-a36d-51e414dbd9ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,4aR,6S,7R,7aR)-6-hydroxy-4-(hydroxymethyl)-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1C(CC2C1COC(=O)C2CO)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@@H]2[C@H]1COC(=O)[C@@H]2CO)O
• InChI: InChI=1S/C10H16O4/c1-5-8-4-14-10(13)7(3-11)6(8)2-9(5)12/h5-9,11-12H,2-4H2,1H3/t5-,6+,7-,8+,9+/m1/s1
• InChI Key: DYRWCEDTDIXFOD-DMAGGPPCSA-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: 0.50
• Atomic LogP (AlogP): -0.22
• 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	+	0.8965	89.65%
Caco-2	-	0.6249	62.49%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9629	96.29%
P-glycoprotein inhibitior	-	0.9829	98.29%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	-	0.5582	55.82%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.9557	95.57%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8378	83.78%
CYP2C8 inhibition	-	0.9816	98.16%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.5741	57.41%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7561	75.61%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5108	51.08%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5491	54.91%
Acute Oral Toxicity (c)	III	0.4784	47.84%
Estrogen receptor binding	-	0.6846	68.46%
Androgen receptor binding	+	0.5656	56.56%
Thyroid receptor binding	-	0.7452	74.52%
Glucocorticoid receptor binding	-	0.5098	50.98%
Aromatase binding	-	0.8851	88.51%
PPAR gamma	-	0.8991	89.91%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4284	42.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.57%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.57%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.14%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.32%	91.11%

Plants that contains it

• Cymbaria mongolica

Cross-Links

• PubChem: 162940473
• LOTUS: LTS0103352
• wikiData: Q104991533