3-(5-Hydroxy-2,3,8,8-tetramethyl-4-oxo-2,3-dihydropyrano[2,3-h]chromen-10-yl)hexanoic acid

Details

• Internal ID: 6d5590a1-0a68-4ef6-a980-7650194d8466
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 3-(5-hydroxy-2,3,8,8-tetramethyl-4-oxo-2,3-dihydropyrano[2,3-h]chromen-10-yl)hexanoic acid
• SMILES (Canonical): CCCC(CC(=O)O)C1=CC(OC2=C1C3=C(C(=C2)O)C(=O)C(C(O3)C)C)(C)C
• SMILES (Isomeric): CCCC(CC(=O)O)C1=CC(OC2=C1C3=C(C(=C2)O)C(=O)C(C(O3)C)C)(C)C
• InChI: InChI=1S/C22H28O6/c1-6-7-13(8-17(24)25)14-10-22(4,5)28-16-9-15(23)19-20(26)11(2)12(3)27-21(19)18(14)16/h9-13,23H,6-8H2,1-5H3,(H,24,25)
• InChI Key: OJXMBTKCCGQFQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	+	0.7586	75.86%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7207	72.07%
P-glycoprotein inhibitior	-	0.6514	65.14%
P-glycoprotein substrate	-	0.5818	58.18%
CYP3A4 substrate	+	0.5985	59.85%
CYP2C9 substrate	+	0.6309	63.09%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.5656	56.56%
CYP2C9 inhibition	-	0.6516	65.16%
CYP2C19 inhibition	-	0.7492	74.92%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.7652	76.52%
CYP2C8 inhibition	-	0.6973	69.73%
CYP inhibitory promiscuity	-	0.7144	71.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5074	50.74%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8406	84.06%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5343	53.43%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	-	0.5504	55.04%
Glucocorticoid receptor binding	+	0.8647	86.47%
Aromatase binding	-	0.5141	51.41%
PPAR gamma	+	0.8296	82.96%
Honey bee toxicity	-	0.8786	87.86%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	98.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.20%	80.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%

Plants that contains it

• Calophyllum polyanthum

Cross-Links

• PubChem: 162881124
• LOTUS: LTS0135844
• wikiData: Q105193371