(3S,4S)-4-acetyl-3,6,8-trihydroxy-3-methyl-2,4-dihydronaphthalen-1-one

Details

• Internal ID: 93822f2d-87b4-45af-9a95-4e62d159794d
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3S,4S)-4-acetyl-3,6,8-trihydroxy-3-methyl-2,4-dihydronaphthalen-1-one
• SMILES (Canonical): CC(=O)C1C2=C(C(=O)CC1(C)O)C(=CC(=C2)O)O
• SMILES (Isomeric): CC(=O)[C@H]1C2=C(C(=O)C[C@]1(C)O)C(=CC(=C2)O)O
• InChI: InChI=1S/C13H14O5/c1-6(14)12-8-3-7(15)4-9(16)11(8)10(17)5-13(12,2)18/h3-4,12,15-16,18H,5H2,1-2H3/t12-,13-/m0/s1
• InChI Key: QDNOAZOXGLUUEB-STQMWFEESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.6274	62.74%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6890	68.90%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9534	95.34%
P-glycoprotein inhibitior	-	0.9688	96.88%
P-glycoprotein substrate	-	0.8818	88.18%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.5655	56.55%
CYP2C9 inhibition	-	0.6398	63.98%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.7936	79.36%
CYP1A2 inhibition	+	0.6482	64.82%
CYP2C8 inhibition	-	0.8101	81.01%
CYP inhibitory promiscuity	-	0.8046	80.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.5645	56.45%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.5272	52.72%
Skin irritation	-	0.5517	55.17%
Skin corrosion	-	0.8227	82.27%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7278	72.78%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7429	74.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.5992	59.92%
Estrogen receptor binding	+	0.5879	58.79%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	-	0.6660	66.60%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	-	0.7572	75.72%
PPAR gamma	+	0.5210	52.10%
Honey bee toxicity	-	0.9340	93.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.66%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.18%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.82%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.88%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.48%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.03%	96.12%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 163189067
• LOTUS: LTS0028370
• wikiData: Q105218893