(2S)-2-(3,4-dihydroxy-5-methoxyphenyl)-6-[(3E)-4,8-dimethylnona-3,7-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 7bf50e13-f113-4b69-9096-50080d8cfbc6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: (2S)-2-(3,4-dihydroxy-5-methoxyphenyl)-6-[(3E)-4,8-dimethylnona-3,7-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC(=C(C(=C3)OC)O)O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CCC1=C(C2=C(C=C1O)O[C@@H](CC2=O)C3=CC(=C(C(=C3)OC)O)O)O)/C)C
• InChI: InChI=1S/C27H32O7/c1-15(2)7-5-8-16(3)9-6-10-18-19(28)13-23-25(26(18)31)20(29)14-22(34-23)17-11-21(30)27(32)24(12-17)33-4/h7,9,11-13,22,28,30-32H,5-6,8,10,14H2,1-4H3/b16-9+/t22-/m0/s1
• InChI Key: TWFWJYAFHVXQKU-NAVGAYGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₇
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9439	94.39%
Caco-2	-	0.7106	71.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7357	73.57%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9065	90.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9333	93.33%
P-glycoprotein inhibitior	+	0.7172	71.72%
P-glycoprotein substrate	-	0.6489	64.89%
CYP3A4 substrate	+	0.6430	64.30%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	-	0.6733	67.33%
CYP2C9 inhibition	-	0.5900	59.00%
CYP2C19 inhibition	+	0.5784	57.84%
CYP2D6 inhibition	-	0.7429	74.29%
CYP1A2 inhibition	+	0.7119	71.19%
CYP2C8 inhibition	+	0.5770	57.70%
CYP inhibitory promiscuity	-	0.5111	51.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7639	76.39%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8188	81.88%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7450	74.50%
Acute Oral Toxicity (c)	III	0.3659	36.59%
Estrogen receptor binding	+	0.8474	84.74%
Androgen receptor binding	+	0.5974	59.74%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.7876	78.76%
Aromatase binding	+	0.5659	56.59%
PPAR gamma	+	0.7187	71.87%
Honey bee toxicity	-	0.7302	73.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	99.75%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.27%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.99%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	94.34%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.66%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.39%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	89.19%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.37%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.98%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.56%	92.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.83%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.31%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.74%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.65%	82.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%

Plants that contains it

• Paulownia tomentosa

Cross-Links

• PubChem: 163190565
• LOTUS: LTS0251753
• wikiData: Q105265809