(2R)-5-hydroxy-6,8,8-trimethyl-2-phenyl-2,3-dihydrochromene-4,7-dione

Details

• Internal ID: e71cff6d-1dd7-4177-848e-64d78453adda
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2R)-5-hydroxy-6,8,8-trimethyl-2-phenyl-2,3-dihydrochromene-4,7-dione
• SMILES (Canonical): CC1=C(C2=C(C(C1=O)(C)C)OC(CC2=O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC1=C(C2=C(C(C1=O)(C)C)O[C@H](CC2=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C18H18O4/c1-10-15(20)14-12(19)9-13(11-7-5-4-6-8-11)22-17(14)18(2,3)16(10)21/h4-8,13,20H,9H2,1-3H3/t13-/m1/s1
• InChI Key: CLTODYVARKMPCT-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6318	63.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8237	82.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7441	74.41%
P-glycoprotein inhibitior	-	0.7751	77.51%
P-glycoprotein substrate	-	0.9277	92.77%
CYP3A4 substrate	+	0.5202	52.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8512	85.12%
CYP3A4 inhibition	+	0.5733	57.33%
CYP2C9 inhibition	+	0.6346	63.46%
CYP2C19 inhibition	+	0.5358	53.58%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	-	0.8376	83.76%
CYP2C8 inhibition	-	0.5773	57.73%
CYP inhibitory promiscuity	-	0.5301	53.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4270	42.70%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8863	88.63%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7227	72.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7182	71.82%
Acute Oral Toxicity (c)	III	0.4927	49.27%
Estrogen receptor binding	+	0.6355	63.55%
Androgen receptor binding	-	0.5094	50.94%
Thyroid receptor binding	-	0.6663	66.63%
Glucocorticoid receptor binding	-	0.5090	50.90%
Aromatase binding	+	0.5385	53.85%
PPAR gamma	-	0.5115	51.15%
Honey bee toxicity	-	0.9199	91.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9487	94.87%

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	97.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.57%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.96%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.36%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.71%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.39%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%

Plants that contains it

• Campomanesia lineatifolia

Cross-Links

• PubChem: 163005990
• LOTUS: LTS0250864
• wikiData: Q104963940