Phellatin

Details

• Internal ID: ea290982-226d-4a81-bf24-6f930c052c3c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-6-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(C)(CCC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC(C)(CCC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O
• InChI: InChI=1S/C26H30O12/c1-26(2,35)8-7-13-14(37-25-23(34)21(32)19(30)16(10-27)38-25)9-15-17(18(13)29)20(31)22(33)24(36-15)11-3-5-12(28)6-4-11/h3-6,9,16,19,21,23,25,27-30,32-35H,7-8,10H2,1-2H3/t16?,19-,21+,23?,25-/m1/s1
• InChI Key: BQLZQPGWNVTIHR-AWGWVDLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₂
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.17372639 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• CHEBI:187625
• LMPK12111709
• 3,5-dihydroxy-6-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8088	80.88%
Caco-2	-	0.8961	89.61%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8537	85.37%
BSEP inhibitior	+	0.9554	95.54%
P-glycoprotein inhibitior	-	0.4383	43.83%
P-glycoprotein substrate	+	0.5093	50.93%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	-	0.6577	65.77%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8261	82.61%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.9155	91.55%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.7363	73.63%
CYP2C8 inhibition	+	0.8622	86.22%
CYP inhibitory promiscuity	-	0.9143	91.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8865	88.65%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6568	65.68%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.6410	64.10%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9194	91.94%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.7212	72.12%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.7058	70.58%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.7921	79.21%
Honey bee toxicity	-	0.7002	70.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.9368	93.68%

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	99.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.03%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.23%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	94.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	93.62%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.28%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.15%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.49%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.75%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.60%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.93%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.26%	94.45%

Plants that contains it

• Angelica dahurica
• Angelica sinensis
• Curcuma aromatica
• Forsythia suspensa
• Phellodendron amurense
• Punica granatum
• Zingiber officinale

Cross-Links

• PubChem: 44258781
• NPASS: NPC221754