(8R)-5-hydroxy-6-[3-(4-hydroxyphenyl)propanoyl]-2,2,8-trimethyl-8-(3-methylbut-2-enyl)chromen-7-one

Details

• Internal ID: b7395b74-edef-4d11-a41c-4859b741aaca
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (8R)-5-hydroxy-6-[3-(4-hydroxyphenyl)propanoyl]-2,2,8-trimethyl-8-(3-methylbut-2-enyl)chromen-7-one
• SMILES (Canonical): CC(=CCC1(C2=C(C=CC(O2)(C)C)C(=C(C1=O)C(=O)CCC3=CC=C(C=C3)O)O)C)C
• SMILES (Isomeric): CC(=CC[C@@]1(C2=C(C=CC(O2)(C)C)C(=C(C1=O)C(=O)CCC3=CC=C(C=C3)O)O)C)C
• InChI: InChI=1S/C26H30O5/c1-16(2)12-15-26(5)23(30)21(20(28)11-8-17-6-9-18(27)10-7-17)22(29)19-13-14-25(3,4)31-24(19)26/h6-7,9-10,12-14,27,29H,8,11,15H2,1-5H3/t26-/m0/s1
• InChI Key: AZRJPDMBCLMTSG-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.5457	54.57%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7964	79.64%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7990	79.90%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9696	96.96%
P-glycoprotein inhibitior	+	0.7159	71.59%
P-glycoprotein substrate	-	0.5403	54.03%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	+	0.5425	54.25%
CYP2C9 inhibition	-	0.6287	62.87%
CYP2C19 inhibition	-	0.7261	72.61%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.5377	53.77%
CYP2C8 inhibition	+	0.6694	66.94%
CYP inhibitory promiscuity	+	0.5088	50.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6911	69.11%
Skin irritation	-	0.5989	59.89%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5654	56.54%
skin sensitisation	-	0.6951	69.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5483	54.83%
Acute Oral Toxicity (c)	III	0.6021	60.21%
Estrogen receptor binding	+	0.8929	89.29%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7645	76.45%
Aromatase binding	+	0.7294	72.94%
PPAR gamma	+	0.7669	76.69%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	97.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.06%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.13%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.95%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.78%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.77%	85.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.21%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163067653
• LOTUS: LTS0067267
• wikiData: Q104921891