Desacetylripariochromene B

Details

• Internal ID: 09871543-1439-47f7-a841-771518e3b6a9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2-hydroxy-1-(7-hydroxy-2,2-dimethylchromen-6-yl)ethanone
• SMILES (Canonical): CC1(C=CC2=CC(=C(C=C2O1)O)C(=O)CO)C
• SMILES (Isomeric): CC1(C=CC2=CC(=C(C=C2O1)O)C(=O)CO)C
• InChI: InChI=1S/C13H14O4/c1-13(2)4-3-8-5-9(11(16)7-14)10(15)6-12(8)17-13/h3-6,14-15H,7H2,1-2H3
• InChI Key: NJXVOIXWGADHKP-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 69790-24-5
• AKOS040763427

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.6722	67.22%
Blood Brain Barrier	-	0.5395	53.95%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7206	72.06%
P-glycoprotein inhibitior	-	0.9665	96.65%
P-glycoprotein substrate	-	0.8338	83.38%
CYP3A4 substrate	-	0.5332	53.32%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	+	0.5745	57.45%
CYP2C19 inhibition	+	0.6202	62.02%
CYP2D6 inhibition	-	0.7320	73.20%
CYP1A2 inhibition	+	0.7540	75.40%
CYP2C8 inhibition	-	0.7412	74.12%
CYP inhibitory promiscuity	+	0.6350	63.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6432	64.32%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.6551	65.51%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7786	77.86%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6899	68.99%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.5100	51.00%
Estrogen receptor binding	+	0.7079	70.79%
Androgen receptor binding	-	0.8466	84.66%
Thyroid receptor binding	-	0.5733	57.33%
Glucocorticoid receptor binding	+	0.7534	75.34%
Aromatase binding	+	0.6514	65.14%
PPAR gamma	+	0.7106	71.06%
Honey bee toxicity	-	0.9643	96.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8128	81.28%

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	96.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.79%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.34%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.56%	99.17%

Plants that contains it

• Ageratina riparia
• Madia sativa
• Pyrrosia davidii

Cross-Links

• PubChem: 14282640
• NPASS: NPC140910
• LOTUS: LTS0231087
• wikiData: Q105180374