Tephrowatsin B

Details

• Internal ID: 00169f51-be9c-4d17-9158-96dd8aa4d2df
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-5,7-dimethoxy-8-(3-methylbut-2-enyl)-2-phenyl-2H-chromene
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(C=C2)C3=CC=CC=C3)OC)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1O[C@@H](C=C2)C3=CC=CC=C3)OC)OC)C
• InChI: InChI=1S/C22H24O3/c1-15(2)10-11-17-20(23-3)14-21(24-4)18-12-13-19(25-22(17)18)16-8-6-5-7-9-16/h5-10,12-14,19H,11H2,1-4H3/t19-/m0/s1
• InChI Key: GTWNOIJIMUFLGQ-IBGZPJMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₃
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.17254462 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEBI:187526
• LMPK12020283
• (2S)-5,7-dimethoxy-8-(3-methylbut-2-enyl)-2-phenyl-2H-chromene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9462	94.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7036	70.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.8680	86.80%
P-glycoprotein substrate	-	0.7922	79.22%
CYP3A4 substrate	+	0.5095	50.95%
CYP2C9 substrate	+	0.5975	59.75%
CYP2D6 substrate	+	0.4160	41.60%
CYP3A4 inhibition	-	0.7367	73.67%
CYP2C9 inhibition	+	0.7735	77.35%
CYP2C19 inhibition	+	0.9292	92.92%
CYP2D6 inhibition	-	0.8085	80.85%
CYP1A2 inhibition	+	0.8591	85.91%
CYP2C8 inhibition	+	0.6404	64.04%
CYP inhibitory promiscuity	+	0.9691	96.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8783	87.83%
Skin irritation	-	0.7910	79.10%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8818	88.18%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.7746	77.46%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7240	72.40%
Acute Oral Toxicity (c)	III	0.8017	80.17%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.6659	66.59%
Thyroid receptor binding	+	0.7202	72.02%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	-	0.5058	50.58%
PPAR gamma	+	0.6024	60.24%
Honey bee toxicity	-	0.8251	82.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.58%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.42%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.70%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.99%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.75%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.42%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	81.25%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.78%	95.50%

Plants that contains it

• Carthamus tinctorius
• Tephrosia major
• Tephrosia tepicana
• Tephrosia watsoniana

Cross-Links

• PubChem: 44257205
• LOTUS: LTS0052867
• wikiData: Q104919702