(3S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 15af9ad6-8824-4b73-a017-9957c809a96d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 2-O-methylated isoflavonoids
• IUPAC Name: (3S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C26H30O5/c1-16(2)6-5-7-17(3)8-9-18-12-21-25(14-23(18)28)31-15-22(26(21)29)20-11-10-19(27)13-24(20)30-4/h6,8,10-14,22,27-28H,5,7,9,15H2,1-4H3/b17-8+/t22-/m1/s1
• InChI Key: ZGULOOFGOGKGGG-CRAILRFSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.5333	53.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8945	89.45%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.8822	88.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	+	0.8413	84.13%
P-glycoprotein substrate	-	0.5267	52.67%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7350	73.50%
CYP3A4 inhibition	+	0.5141	51.41%
CYP2C9 inhibition	+	0.5600	56.00%
CYP2C19 inhibition	+	0.7319	73.19%
CYP2D6 inhibition	-	0.7443	74.43%
CYP1A2 inhibition	+	0.9132	91.32%
CYP2C8 inhibition	+	0.5909	59.09%
CYP inhibitory promiscuity	+	0.7357	73.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7738	77.38%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8340	83.40%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3873	38.73%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.4548	45.48%
Estrogen receptor binding	+	0.8747	87.47%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.8458	84.58%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.6694	66.94%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.09%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.16%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL2535	P11166	Glucose transporter	92.02%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.39%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.12%	92.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.97%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.28%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.35%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.05%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	86.10%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.23%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.85%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.81%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.70%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.57%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.03%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.88%	94.80%

Plants that contains it

• Lespedeza bicolor

Cross-Links

• PubChem: 163017024
• LOTUS: LTS0207078
• wikiData: Q105375436