(8R)-5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-(3-phenylpropanoyl)chromen-7-one

Details

• Internal ID: de0d1ed4-ccff-4b80-89d2-c3ac2f68189d
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (8R)-5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-(3-phenylpropanoyl)chromen-7-one
• SMILES (Canonical): CC(=CCC1(C2=C(C=CC(O2)(C)C)C(=C(C1=O)C(=O)CCC3=CC=CC=C3)O)C)C
• SMILES (Isomeric): CC(=CC[C@@]1(C2=C(C=CC(O2)(C)C)C(=C(C1=O)C(=O)CCC3=CC=CC=C3)O)C)C
• InChI: InChI=1S/C26H30O4/c1-17(2)13-16-26(5)23(29)21(20(27)12-11-18-9-7-6-8-10-18)22(28)19-14-15-25(3,4)30-24(19)26/h6-10,13-15,28H,11-12,16H2,1-5H3/t26-/m0/s1
• InChI Key: QXEJNAWVPNHILD-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.5923	59.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7524	75.24%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8275	82.75%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9824	98.24%
P-glycoprotein inhibitior	+	0.7973	79.73%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	+	0.7129	71.29%
CYP2C9 inhibition	-	0.7565	75.65%
CYP2C19 inhibition	-	0.8223	82.23%
CYP2D6 inhibition	-	0.8383	83.83%
CYP1A2 inhibition	-	0.5892	58.92%
CYP2C8 inhibition	+	0.6111	61.11%
CYP inhibitory promiscuity	-	0.6615	66.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7106	71.06%
Skin irritation	-	0.5492	54.92%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5563	55.63%
skin sensitisation	-	0.6688	66.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5264	52.64%
Acute Oral Toxicity (c)	III	0.6785	67.85%
Estrogen receptor binding	+	0.8827	88.27%
Androgen receptor binding	+	0.5915	59.15%
Thyroid receptor binding	+	0.6139	61.39%
Glucocorticoid receptor binding	+	0.7235	72.35%
Aromatase binding	+	0.5810	58.10%
PPAR gamma	+	0.8227	82.27%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9703	97.03%

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	98.15%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.73%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.87%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.21%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.71%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.57%	94.45%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163082629
• LOTUS: LTS0007478
• wikiData: Q105003812