Preussochromone A

Details

• Internal ID: bda0ed2e-6e8e-4c32-837d-e487a1a117bb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: methyl (2S,3S,4R)-3,4,6-trihydroxy-2-methyl-5-oxo-2,3-dihydrothiopyrano[2,3-b]chromene-4-carboxylate
• SMILES (Canonical): CC1C(C(C2=C(S1)OC3=CC=CC(=C3C2=O)O)(C(=O)OC)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@](C2=C(S1)OC3=CC=CC(=C3C2=O)O)(C(=O)OC)O)O
• InChI: InChI=1S/C15H14O7S/c1-6-12(18)15(20,14(19)21-2)10-11(17)9-7(16)4-3-5-8(9)22-13(10)23-6/h3-6,12,16,18,20H,1-2H3/t6-,12+,15+/m0/s1
• InChI Key: BPLWVCBQPIGTLA-FXICSDJMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₇S
• Molecular Weight: 338.30 g/mol
• Exact Mass: 338.04602395 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL2012302

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8421	84.21%
Caco-2	-	0.5940	59.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6807	68.07%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5491	54.91%
P-glycoprotein inhibitior	-	0.6469	64.69%
P-glycoprotein substrate	-	0.6275	62.75%
CYP3A4 substrate	+	0.6136	61.36%
CYP2C9 substrate	-	0.5890	58.90%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.7297	72.97%
CYP2C9 inhibition	-	0.9380	93.80%
CYP2C19 inhibition	-	0.7356	73.56%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6933	69.33%
CYP2C8 inhibition	-	0.6248	62.48%
CYP inhibitory promiscuity	-	0.8667	86.67%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6065	60.65%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.7968	79.68%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	+	0.6863	68.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8018	80.18%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6899	68.99%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.6118	61.18%
Estrogen receptor binding	+	0.7437	74.37%
Androgen receptor binding	+	0.6615	66.15%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	+	0.6535	65.35%
PPAR gamma	+	0.7521	75.21%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	98.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.73%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.63%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.89%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.65%	92.88%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.90%	81.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57333288
• LOTUS: LTS0219067
• wikiData: Q77570180