Santal

Details

• Internal ID: 9810d5e6-e059-420a-acd1-33d7759e36e8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C16H12O6/c1-21-9-5-13(19)15-14(6-9)22-7-10(16(15)20)8-2-3-11(17)12(18)4-8/h2-7,17-19H,1H3
• InChI Key: OEYQBKYISMRWQB-UHFFFAOYSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 5,3',4'-Trihydroxy-7-methoxyisoflavone
• 529-60-2
• 3-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one
• SCHEMBL2313317
• CHEBI:174860
• LMPK12050346
• 3',4',5-trihydroxy-7-methoxyisoflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	+	0.7444	74.44%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	+	0.5643	56.43%
OATP1B1 inhibitior	+	0.9643	96.43%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6410	64.10%
P-glycoprotein inhibitior	-	0.6926	69.26%
P-glycoprotein substrate	-	0.9390	93.90%
CYP3A4 substrate	+	0.5469	54.69%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.7083	70.83%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.7756	77.56%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8768	87.68%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8688	86.88%
Androgen receptor binding	+	0.9076	90.76%
Thyroid receptor binding	+	0.6850	68.50%
Glucocorticoid receptor binding	+	0.7950	79.50%
Aromatase binding	+	0.8346	83.46%
PPAR gamma	+	0.8288	82.88%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8838	88.38%

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	98.53%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.76%	99.15%
CHEMBL2581	P07339	Cathepsin D	96.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.72%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.12%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.49%	80.78%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	84.66%	93.31%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.03%	93.65%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.89%	97.28%
CHEMBL3194	P02766	Transthyretin	82.81%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.85%	95.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.58%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.02%	90.71%

Plants that contains it

• Agnorhiza ovata
• Brachypterum scandens
• Deguelia scandens
• Pterocarpus soyauxii
• Senna alata
• Wyethia angustifolia
• Wyethia mollis

Cross-Links

• PubChem: 9926336
• NPASS: NPC197046
• LOTUS: LTS0252774
• wikiData: Q104402253