2-[[(2R)-5-heptyl-2,7-dihydroxy-4-oxo-3H-chromen-2-yl]methyl]-4,6-dihydroxybenzoic acid

Details

• Internal ID: 8a67e8c9-e705-474c-9f27-1c3cef8fe059
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-[[(2R)-5-heptyl-2,7-dihydroxy-4-oxo-3H-chromen-2-yl]methyl]-4,6-dihydroxybenzoic acid
• SMILES (Canonical): CCCCCCCC1=C2C(=O)CC(OC2=CC(=C1)O)(CC3=C(C(=CC(=C3)O)O)C(=O)O)O
• SMILES (Isomeric): CCCCCCCC1=C2C(=O)C[C@](OC2=CC(=C1)O)(CC3=C(C(=CC(=C3)O)O)C(=O)O)O
• InChI: InChI=1S/C24H28O8/c1-2-3-4-5-6-7-14-8-17(26)11-20-21(14)19(28)13-24(31,32-20)12-15-9-16(25)10-18(27)22(15)23(29)30/h8-11,25-27,31H,2-7,12-13H2,1H3,(H,29,30)/t24-/m1/s1
• InChI Key: XXMBNHLTODQCTD-XMMPIXPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₈
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.17841785 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8429	84.29%
Caco-2	-	0.7308	73.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.7035	70.35%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.5742	57.42%
P-glycoprotein inhibitior	-	0.4635	46.35%
P-glycoprotein substrate	-	0.6464	64.64%
CYP3A4 substrate	+	0.5877	58.77%
CYP2C9 substrate	-	0.5741	57.41%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	+	0.7650	76.50%
CYP2C9 inhibition	-	0.9015	90.15%
CYP2C19 inhibition	-	0.8351	83.51%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.7229	72.29%
CYP2C8 inhibition	+	0.5947	59.47%
CYP inhibitory promiscuity	-	0.8978	89.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7299	72.99%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.6857	68.57%
Skin irritation	-	0.6354	63.54%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3957	39.57%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.8487	84.87%
Acute Oral Toxicity (c)	III	0.4600	46.00%
Estrogen receptor binding	+	0.8785	87.85%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	-	0.5389	53.89%
Glucocorticoid receptor binding	+	0.6949	69.49%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.7904	79.04%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7465	74.65%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.46%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	90.61%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.50%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.34%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.22%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.20%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.50%	92.08%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.58%	94.80%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.97%	82.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.84%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.90%	96.95%
CHEMBL3194	P02766	Transthyretin	81.80%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.30%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.69%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.34%	96.12%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.26%	100.00%

Plants that contains it

• Buphthalmum salicifolium

Cross-Links

• PubChem: 162961282
• LOTUS: LTS0103496
• wikiData: Q105331608