Globeflowery acid

Details

• Internal ID: 2cc009c0-9ac1-4c46-8226-6fd4090f4d18
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 8-methoxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylic acid
• SMILES (Canonical): CC1(CCC2=C(O1)C(=CC(=C2)C(=O)O)OC)C
• SMILES (Isomeric): CC1(CCC2=C(O1)C(=CC(=C2)C(=O)O)OC)C
• InChI: InChI=1S/C13H16O4/c1-13(2)5-4-8-6-9(12(14)15)7-10(16-3)11(8)17-13/h6-7H,4-5H2,1-3H3,(H,14,15)
• InChI Key: RSUGJXKYNHLKBC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 4041-28-5
• 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-8-methoxy-2,2-dimethyl-
• DTXSID20193423

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	+	0.7448	74.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9536	95.36%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.9333	93.33%
CYP3A4 substrate	+	0.5051	50.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.8350	83.50%
CYP2D6 inhibition	-	0.8132	81.32%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7025	70.25%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.9557	95.57%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6923	69.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5621	56.21%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6543	65.43%
Acute Oral Toxicity (c)	III	0.7590	75.90%
Estrogen receptor binding	-	0.5076	50.76%
Androgen receptor binding	-	0.6552	65.52%
Thyroid receptor binding	-	0.5523	55.23%
Glucocorticoid receptor binding	-	0.6161	61.61%
Aromatase binding	-	0.6896	68.96%
PPAR gamma	-	0.6482	64.82%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8454	84.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.89%	99.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.31%	89.05%
CHEMBL2535	P11166	Glucose transporter	82.14%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.98%	95.50%

Plants that contains it

• Trollius chinensis

Cross-Links

• PubChem: 6451636
• NPASS: NPC45928