Serratin

Details

• Internal ID: 2b2ea801-69bf-47fc-a071-6b0251327488
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
• IUPAC Name: 5,7-dihydroxy-4-phenylchromen-2-one
• InChI: InChI=1S/C15H10O4/c16-10-6-12(17)15-11(9-4-2-1-3-5-9)8-14(18)19-13(15)7-10/h1-8,16-17H
• InChI Key: HUQKUJNSVHEHIH-UHFFFAOYSA-N
• Popularity: 37 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:528241
• 7758-73-8
• 5,7-Dihydroxy-4-phenylcoumarin
• 5,7-dihydroxy-4-phenyl-2H-chromen-2-one
• LC3-mHTT-IN-AN2
• 5,7-dihydroxy-4-phenylchromen-2-one
• 2H-1-Benzopyran-2-one, 5,7-dihydroxy-4-phenyl-
• MFCD01078551
• 5,7-Dihydroxy-4-phenyl-2H-1-benzopyran-2-one
• 5,7-Dihydroxy-4-phenyl-chromen-2-one
• MLS001210370
• SMR000514295
• AN2
• 5 7-DIHYDROXY-4-PHENYLCOUMARIN
• Oprea1_027529
• Oprea1_843402
• CHEMBL600635
• IFLab1_001433
• orb1302120
• SCHEMBL3787335
• BDBM69688
• cid_5398649
• EX-A8423E
• 5,7-dihydroxy-4-phenyl-coumarin
• DTXSID90228251
• CHEBI:197005
• REGID_for_CID_5398649
• HMS1416B03
• HMS2824C11
• HMS3468P06
• ALBB-015457
• BB_NC-01849
• BBL029152
• LMPK12100031
• STK088787
• XH1438
• AKOS000574851
• EBC-346043
• NCGC00245137-01
• AS-64358
• 5,7-bis(oxidanyl)-4-phenyl-chromen-2-one
• HY-130259
• 5,7-dihydroxy-4-phenyl-1-benzopyran-2-one
• CS-0106129
• NS00067013
• D95986
• EN300-303110
• AB00684264-01
• AB00684264-07
• SR-01000361755
• SR-01000361755-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9500	95.00%
Caco-2	-	0.5296	52.96%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.8698	86.98%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6411	64.11%
P-glycoprotein inhibitior	-	0.7765	77.65%
P-glycoprotein substrate	-	0.9480	94.80%
CYP3A4 substrate	-	0.6014	60.14%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.8646	86.46%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7419	74.19%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.5075	50.75%
CYP2C8 inhibition	+	0.7040	70.40%
CYP inhibitory promiscuity	-	0.5430	54.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.9562	95.62%
Skin irritation	+	0.5485	54.85%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8158	81.58%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5578	55.78%
Acute Oral Toxicity (c)	III	0.5988	59.88%
Estrogen receptor binding	+	0.9344	93.44%
Androgen receptor binding	+	0.8864	88.64%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.9740	97.40%
Aromatase binding	+	0.9116	91.16%
PPAR gamma	+	0.9417	94.17%
Honey bee toxicity	-	0.9006	90.06%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8967	89.67%

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	97.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.46%	99.15%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	86.05%	95.72%
CHEMBL3194	P02766	Transthyretin	85.93%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.91%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.31%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	83.75%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.16%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.86%	99.17%

Plants that contains it

• Passiflora serratodigitata

Cross-Links

• PubChem: 5398649
• LOTUS: LTS0073771
• wikiData: Q72466897