Serpyllin

Details

• Internal ID: 801e8cf2-bd74-48b5-8062-962914732e4f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-7,8-dimethoxy-2-(2,3,4-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC)OC
• InChI: InChI=1S/C20H20O8/c1-23-13-7-6-10(17(25-3)18(13)26-4)14-8-11(21)16-12(22)9-15(24-2)19(27-5)20(16)28-14/h6-9,22H,1-5H3
• InChI Key: VVTLTHFYNBAOIW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 5-Hydroxy-2',3',4',7,8-pentamethoxyflavone
• 5-Hydroxy-7,8,2',3',4'-pentamethoxyflavone
• SCHEMBL16894616
• LMPK12111420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8419	84.19%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7289	72.89%
P-glycoprotein inhibitior	+	0.8700	87.00%
P-glycoprotein substrate	-	0.6395	63.95%
CYP3A4 substrate	+	0.5419	54.19%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.5896	58.96%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.5637	56.37%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4941	49.41%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5773	57.73%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.9176	91.76%
Androgen receptor binding	+	0.8036	80.36%
Thyroid receptor binding	+	0.7079	70.79%
Glucocorticoid receptor binding	+	0.8274	82.74%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.8156	81.56%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8902	89.02%

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	95.18%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.24%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.24%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL3194	P02766	Transthyretin	92.65%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	87.58%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.33%	99.15%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%

Plants that contains it

• Andrographis lineata
• Andrographis serpyllifolia
• Dioscorea communis

Cross-Links

• PubChem: 12315479
• LOTUS: LTS0040786
• wikiData: Q105297873