Angophorol

Details

• Internal ID: 8ab44cc6-54a8-4136-9764-97805688277e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC)C)OC(CC2=O)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC)C)OC(CC2=O)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C18H18O5/c1-9-16(21)15-13(20)8-14(11-4-6-12(19)7-5-11)23-18(15)10(2)17(9)22-3/h4-7,14,19,21H,8H2,1-3H3
• InChI Key: VWWMSFMNICMFQB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 133442-54-3
• 2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-7-METHOXY-6,8-DIMETHYL-4H-1-BENZOPYRAN-4-ONE
• 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• orb1683156
• HY-N2871
• IFA44254
• LMPK12140568
• AKOS040761357
• DA-70866
• CS-0023450

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	+	0.7130	71.30%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8586	85.86%
OATP2B1 inhibitior	-	0.7252	72.52%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7095	70.95%
P-glycoprotein inhibitior	-	0.6932	69.32%
P-glycoprotein substrate	-	0.8960	89.60%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	+	0.6380	63.80%
CYP2C19 inhibition	+	0.8240	82.40%
CYP2D6 inhibition	-	0.5653	56.53%
CYP1A2 inhibition	+	0.8887	88.87%
CYP2C8 inhibition	-	0.5764	57.64%
CYP inhibitory promiscuity	+	0.7341	73.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.6459	64.59%
Skin irritation	-	0.7749	77.49%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5603	56.03%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.9596	95.96%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6788	67.88%
Acute Oral Toxicity (c)	III	0.4128	41.28%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.5734	57.34%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7611	76.11%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8605	86.05%

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	96.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.53%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.63%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.10%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.55%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.17%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.86%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.95%	90.93%

Plants that contains it

• Melaleuca squarrosa

Cross-Links

• PubChem: 12306803
• LOTUS: LTS0062020
• wikiData: Q105298311