Bauhispirorin A

Details

• Internal ID: 1603546c-5a94-4f8f-8f2f-888df2bc5b6f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 2'-methoxyspiro[3,4-dihydrochromene-2,6'-cyclohex-2-ene]-1',4'-dione
• SMILES (Canonical): COC1=CC(=O)CC2(C1=O)CCC3=CC=CC=C3O2
• SMILES (Isomeric): COC1=CC(=O)CC2(C1=O)CCC3=CC=CC=C3O2
• InChI: InChI=1S/C15H14O4/c1-18-13-8-11(16)9-15(14(13)17)7-6-10-4-2-3-5-12(10)19-15/h2-5,8H,6-7,9H2,1H3
• InChI Key: ZYXVNXXRKJOSNN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• RefChem:116697
• CHEMBL227396
• 2'-methoxyspiro[3,4-dihydrochromene-2,6'-cyclohex-2-ene]-1',4'-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.8662	86.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8151	81.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9896	98.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7922	79.22%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.8968	89.68%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6958	69.58%
CYP3A4 inhibition	+	0.6185	61.85%
CYP2C9 inhibition	-	0.8025	80.25%
CYP2C19 inhibition	+	0.5200	52.00%
CYP2D6 inhibition	-	0.8604	86.04%
CYP1A2 inhibition	+	0.8090	80.90%
CYP2C8 inhibition	-	0.7923	79.23%
CYP inhibitory promiscuity	+	0.5565	55.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9704	97.04%
Eye irritation	-	0.6810	68.10%
Skin irritation	-	0.7146	71.46%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.6282	62.82%
skin sensitisation	-	0.7712	77.12%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5947	59.47%
Acute Oral Toxicity (c)	III	0.5300	53.00%
Estrogen receptor binding	+	0.5335	53.35%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	-	0.7275	72.75%
Glucocorticoid receptor binding	-	0.6221	62.21%
Aromatase binding	+	0.6101	61.01%
PPAR gamma	-	0.7162	71.62%
Honey bee toxicity	-	0.8643	86.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9100	91.00%

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	98.48%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.97%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.59%	93.40%
CHEMBL240	Q12809	HERG	86.23%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.10%	98.75%

Plants that contains it

• Bauhinia purpurea

Cross-Links

• PubChem: 16680043
• LOTUS: LTS0091765
• wikiData: Q105386522