Remisporine A

Details

• Internal ID: 7723aadd-db27-4404-a31a-423932d9503f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: methyl (1R)-1,8-dihydroxy-6-methyl-9-oxocyclopenta[b]chromene-1-carboxylate
• InChI: InChI=1S/C15H12O6/c1-7-5-8(16)11-10(6-7)21-9-3-4-15(19,14(18)20-2)12(9)13(11)17/h3-6,16,19H,1-2H3/t15-/m1/s1
• InChI Key: IOTIRDPSAAECEK-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• methyl (1S)-1,8-dihydroxy-6-methyl-9-oxocyclopenta(b)chromene-1-carboxylate
• methyl (1S)-1,8-dihydroxy-6-methyl-9-oxocyclopenta[b]chromene-1-carboxylate
• RefChem:178831
• CHEBI:207544
• methyl (1R)-1,8-dihydroxy-6-methyl-9-oxocyclopenta[b]chromene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	+	0.6840	68.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7046	70.46%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7218	72.18%
P-glycoprotein inhibitior	-	0.7207	72.07%
P-glycoprotein substrate	-	0.7515	75.15%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	0.5808	58.08%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.6540	65.40%
CYP2C9 inhibition	-	0.6470	64.70%
CYP2C19 inhibition	-	0.5918	59.18%
CYP2D6 inhibition	-	0.8091	80.91%
CYP1A2 inhibition	-	0.7241	72.41%
CYP2C8 inhibition	-	0.6148	61.48%
CYP inhibitory promiscuity	-	0.6309	63.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4341	43.41%
Eye corrosion	-	0.9833	98.33%
Eye irritation	+	0.6996	69.96%
Skin irritation	-	0.7322	73.22%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7297	72.97%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6485	64.85%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6685	66.85%
Acute Oral Toxicity (c)	II	0.4468	44.68%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.9094	90.94%
Aromatase binding	+	0.7018	70.18%
PPAR gamma	+	0.7877	78.77%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	98.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.04%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.76%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.53%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.11%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.77%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.03%	81.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.67%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.80%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21777258
• LOTUS: LTS0255092
• wikiData: Q77516398