Illinitone A

Details

• Internal ID: 42ba1417-9e12-4404-84dc-2e8ed7fd5bc8
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2R,4R)-2,4,6-trihydroxy-3,3,4,7-tetramethyl-2H-naphthalen-1-one
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(C(C(C2=O)O)(C)C)(C)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)[C@@](C([C@H](C2=O)O)(C)C)(C)O
• InChI: InChI=1S/C14H18O4/c1-7-5-8-9(6-10(7)15)14(4,18)13(2,3)12(17)11(8)16/h5-6,12,15,17-18H,1-4H3/t12-,14+/m0/s1
• InChI Key: YNEQZTAMTVWJKR-GXTWGEPZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (2R,4R)-2,4,6-trihydroxy-3,3,4,7-tetramethyl-2H-naphthalen-1-one
• RefChem:147872
• CHEBI:224622

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.7296	72.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7763	77.63%
P-glycoprotein inhibitior	-	0.9559	95.59%
P-glycoprotein substrate	-	0.9013	90.13%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	+	0.5995	59.95%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.6592	65.92%
CYP2C9 inhibition	-	0.5157	51.57%
CYP2C19 inhibition	-	0.7440	74.40%
CYP2D6 inhibition	-	0.8150	81.50%
CYP1A2 inhibition	+	0.9088	90.88%
CYP2C8 inhibition	-	0.9355	93.55%
CYP inhibitory promiscuity	-	0.5133	51.33%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9708	97.08%
Eye irritation	+	0.6759	67.59%
Skin irritation	-	0.5147	51.47%
Skin corrosion	-	0.8461	84.61%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8145	81.45%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.5973	59.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6147	61.47%
Acute Oral Toxicity (c)	III	0.8293	82.93%
Estrogen receptor binding	+	0.5359	53.59%
Androgen receptor binding	-	0.5061	50.61%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	-	0.5585	55.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5427	54.27%
Honey bee toxicity	-	0.9362	93.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9674	96.74%

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	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.76%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	90.75%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.26%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.27%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.48%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132512192
• LOTUS: LTS0195779
• wikiData: Q77574140