Teysmanone A

Details

• Internal ID: 3e205ac8-2f96-4072-9b09-05a10bc9deb5
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 10-benzoyl-5-hydroxy-2,2-dimethyl-6-phenylpyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC1(C=CC2=C(C3=C(C(=C2O1)C(=O)C4=CC=CC=C4)OC(=O)C=C3C5=CC=CC=C5)O)C
• SMILES (Isomeric): CC1(C=CC2=C(C3=C(C(=C2O1)C(=O)C4=CC=CC=C4)OC(=O)C=C3C5=CC=CC=C5)O)C
• InChI: InChI=1S/C27H20O5/c1-27(2)14-13-18-24(30)21-19(16-9-5-3-6-10-16)15-20(28)31-26(21)22(25(18)32-27)23(29)17-11-7-4-8-12-17/h3-15,30H,1-2H3
• InChI Key: NYPHJSCHWLYHEU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₀O₅
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 10-benzoyl-5-hydroxy-2,2-dimethyl-6-phenylpyrano(3,2-g)chromen-8-one
• 10-benzoyl-5-hydroxy-2,2-dimethyl-6-phenylpyrano[3,2-g]chromen-8-one
• RefChem:188973
• 205587-74-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	-	0.5141	51.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8029	80.29%
P-glycoprotein inhibitior	+	0.8613	86.13%
P-glycoprotein substrate	-	0.6580	65.80%
CYP3A4 substrate	+	0.5606	56.06%
CYP2C9 substrate	-	0.6203	62.03%
CYP2D6 substrate	-	0.8453	84.53%
CYP3A4 inhibition	-	0.5893	58.93%
CYP2C9 inhibition	+	0.7986	79.86%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.9536	95.36%
CYP2C8 inhibition	+	0.7532	75.32%
CYP inhibitory promiscuity	-	0.7736	77.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.4769	47.69%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.7470	74.70%
Skin irritation	-	0.7070	70.70%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4080	40.80%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5098	50.98%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.5170	51.70%
Estrogen receptor binding	+	0.8986	89.86%
Androgen receptor binding	+	0.8880	88.80%
Thyroid receptor binding	+	0.7080	70.80%
Glucocorticoid receptor binding	+	0.8306	83.06%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	98.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.87%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.24%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.02%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.86%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.85%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.70%	87.67%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	86.47%	89.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.33%	99.17%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 15381981
• LOTUS: LTS0057993
• wikiData: Q105187615