4S-Shinanolone

Details

• Internal ID: d2f15af4-1321-45e8-8785-1b89428179b2
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4S)-4,8-dihydroxy-6-methyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1=CC2=C(C(=O)CCC2O)C(=C1)O
• SMILES (Isomeric): CC1=CC2=C(C(=O)CC[C@@H]2O)C(=C1)O
• InChI: InChI=1S/C11H12O3/c1-6-4-7-8(12)2-3-9(13)11(7)10(14)5-6/h4-5,8,12,14H,2-3H2,1H3/t8-/m0/s1
• InChI Key: JOCZVRFSKAUXRP-QMMMGPOBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 4S-SHINANOLONE
• CHEMBL459915

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6012	60.12%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8840	88.40%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9752	97.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9374	93.74%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.9613	96.13%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.7953	79.53%
CYP3A4 inhibition	-	0.8206	82.06%
CYP2C9 inhibition	-	0.6772	67.72%
CYP2C19 inhibition	+	0.5615	56.15%
CYP2D6 inhibition	-	0.8481	84.81%
CYP1A2 inhibition	+	0.9269	92.69%
CYP2C8 inhibition	-	0.9183	91.83%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8311	83.11%
Carcinogenicity (trinary)	Non-required	0.4662	46.62%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.5979	59.79%
Skin irritation	+	0.6071	60.71%
Skin corrosion	-	0.8044	80.44%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7257	72.57%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	+	0.7908	79.08%
skin sensitisation	-	0.6264	62.64%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4550	45.50%
Acute Oral Toxicity (c)	III	0.7174	71.74%
Estrogen receptor binding	-	0.5369	53.69%
Androgen receptor binding	-	0.6126	61.26%
Thyroid receptor binding	-	0.7061	70.61%
Glucocorticoid receptor binding	-	0.5575	55.75%
Aromatase binding	-	0.7943	79.43%
PPAR gamma	-	0.6352	63.52%
Honey bee toxicity	-	0.9449	94.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6873	68.73%

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	96.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.80%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.46%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.44%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.22%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.27%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.68%	100.00%

Plants that contains it

• Diospyros maritima
• Diospyros virginiana

Cross-Links

• PubChem: 11412869
• NPASS: NPC68756
• LOTUS: LTS0252057
• wikiData: Q105132271