5'-Hydroxymorin

Details

• Internal ID: 758016cc-e47b-4788-9162-3a0afe33e9ef
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-(2,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3O)O)O)O)O
• InChI: InChI=1S/C15H10O8/c16-5-1-10(20)12-11(2-5)23-15(14(22)13(12)21)6-3-8(18)9(19)4-7(6)17/h1-4,16-20,22H
• InChI Key: GCWMEFUMPZHUFF-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈
• Molecular Weight: 318.23 g/mol
• Exact Mass: 318.03756727 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• 37751-25-0
• 2',3,4',5,5',7-Hexahydroxyflavone
• SCHEMBL10716775
• DTXSID80583008
• LMPK12112522
• 3,5,7-trihydroxy-2-(2,4,5-trihydroxyphenyl)-4H-chromen-4-one
• 3,5,7-Trihydroxy-2-(2,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	+	0.5661	56.61%
OATP1B1 inhibitior	-	0.4015	40.15%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8538	85.38%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	-	0.5112	51.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.7653	76.53%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9537	95.37%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8556	85.56%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7589	75.89%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8623	86.23%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.5876	58.76%
Glucocorticoid receptor binding	+	0.8979	89.79%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.8861	88.61%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9124	91.24%

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	98.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.31%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.72%	89.00%
CHEMBL3194	P02766	Transthyretin	94.71%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.50%	96.12%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.79%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.47%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.70%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.65%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.05%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.32%	99.23%

Plants that contains it

• Alyxia reinwardtii
• Centaurea linifolia
• Cneoridium dumosum
• Distemonanthus benthamianus
• Leuzea centauroides
• Limonium gmelinii
• Machilus glaucescens
• Microtropis fokienensis
• Thymus vulgaris
• Vitellaria paradoxa

Cross-Links

• PubChem: 16113029
• NPASS: NPC286874
• LOTUS: LTS0271673
• wikiData: Q82474518