Leptosphaerone C

Details

• Internal ID: 4b23ee06-3af9-401f-8239-b4f982aa7a00
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (5R,6S)-5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(C(C1)O)(C)O
• SMILES (Isomeric): CC1=CC(=O)[C@@]([C@@H](C1)O)(C)O
• InChI: InChI=1S/C8H12O3/c1-5-3-6(9)8(2,11)7(10)4-5/h3,7,10-11H,4H2,1-2H3/t7-,8-/m1/s1
• InChI Key: JPANATRWCFTRDD-HTQZYQBOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18 g/mol
• Exact Mass: 156.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (5R,6S)-5,6-dihydroxy-3,6-dimethylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.6374	63.74%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7949	79.49%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9277	92.77%
P-glycoprotein inhibitior	-	0.9765	97.65%
P-glycoprotein substrate	-	0.9349	93.49%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9028	90.28%
CYP2C9 inhibition	-	0.8787	87.87%
CYP2C19 inhibition	-	0.8597	85.97%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	-	0.9882	98.82%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9617	96.17%
Eye irritation	+	0.7040	70.40%
Skin irritation	+	0.5317	53.17%
Skin corrosion	-	0.8389	83.89%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7699	76.99%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7888	78.88%
skin sensitisation	+	0.6897	68.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.5560	55.60%
Estrogen receptor binding	-	0.8822	88.22%
Androgen receptor binding	-	0.7110	71.10%
Thyroid receptor binding	-	0.8327	83.27%
Glucocorticoid receptor binding	-	0.7595	75.95%
Aromatase binding	-	0.8847	88.47%
PPAR gamma	-	0.7920	79.20%
Honey bee toxicity	-	0.9373	93.73%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8804	88.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.43%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.63%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.78%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.50%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.81%	99.23%

Plants that contains it

• Aegiceras corniculatum

Cross-Links

• PubChem: 24824760
• LOTUS: LTS0009424
• wikiData: Q77496321