Ophiopogonone B

Details

• Internal ID: fd1f9dac-eddd-44a7-b4bd-90250ea63ad3
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(4-methoxyphenyl)methyl]-6-methylchromen-4-one
• InChI: InChI=1S/C18H16O5/c1-10-14(19)8-15-16(17(10)20)18(21)12(9-23-15)7-11-3-5-13(22-2)6-4-11/h3-6,8-9,19-20H,7H2,1-2H3
• InChI Key: DVZDRBCAEIJEEA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:1093895
• SCHEMBL29527594
• CHEBI:81114
• C17472
• Q27155070
• 5,7-Dihydroxy-3-(4-methoxybenzyl)-6-methyl-4H-chromen-4-one
• 5,7-dihydroxy-3-[(4-methoxyphenyl)methyl]-6-methylchromen-4-one
• 75239-60-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9346	93.46%
Caco-2	+	0.8241	82.41%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6455	64.55%
P-glycoprotein inhibitior	-	0.5740	57.40%
P-glycoprotein substrate	-	0.8708	87.08%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	+	0.6770	67.70%
CYP2C9 inhibition	+	0.5700	57.00%
CYP2C19 inhibition	+	0.8305	83.05%
CYP2D6 inhibition	-	0.5101	51.01%
CYP1A2 inhibition	+	0.9317	93.17%
CYP2C8 inhibition	+	0.5440	54.40%
CYP inhibitory promiscuity	+	0.8684	86.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7056	70.56%
Eye corrosion	-	0.9652	96.52%
Eye irritation	+	0.6222	62.22%
Skin irritation	-	0.7078	70.78%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5524	55.24%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9157	91.57%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8135	81.35%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.9363	93.63%
Androgen receptor binding	+	0.8656	86.56%
Thyroid receptor binding	+	0.6926	69.26%
Glucocorticoid receptor binding	+	0.8842	88.42%
Aromatase binding	+	0.8132	81.32%
PPAR gamma	+	0.8627	86.27%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8682	86.82%

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	98.15%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.76%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.64%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.56%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.57%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.09%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.74%	93.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.63%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.28%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.52%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.82%	90.71%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 14826840
• NPASS: NPC200187