(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-[(2R,3R)-4,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]-2,3-dihydrochromen-4-one

Details

• Internal ID: 4cfc4c6f-526b-4ad7-9586-0984880347ca
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-[(2R,3R)-4,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C(=C3O2)C4C(C5=C(C=C(C=C5OC4C6=CC=C(C=C6)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C(=C3O2)[C@H]4[C@@H](OC5=CC(=CC(=C5C4O)O)O)C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C31H26O10/c1-39-18-8-4-14(5-9-18)23-13-22(37)25-20(35)12-21(36)27(31(25)40-23)28-29(38)26-19(34)10-17(33)11-24(26)41-30(28)15-2-6-16(32)7-3-15/h2-12,23,28-30,32-36,38H,13H2,1H3/t23-,28+,29?,30-/m0/s1
• InChI Key: XNZXBSSGLCCBPV-FEVFIROASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₆O₁₀
• Molecular Weight: 558.50 g/mol
• Exact Mass: 558.15259702 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9266	92.66%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.8152	81.52%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6905	69.05%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7417	74.17%
CYP3A4 inhibition	+	0.8211	82.11%
CYP2C9 inhibition	+	0.8798	87.98%
CYP2C19 inhibition	+	0.9263	92.63%
CYP2D6 inhibition	+	0.5671	56.71%
CYP1A2 inhibition	+	0.8637	86.37%
CYP2C8 inhibition	+	0.5802	58.02%
CYP inhibitory promiscuity	+	0.8062	80.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7850	78.50%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8706	87.06%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7073	70.73%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.5009	50.09%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.7770	77.70%
Thyroid receptor binding	+	0.6581	65.81%
Glucocorticoid receptor binding	+	0.7877	78.77%
Aromatase binding	-	0.5550	55.50%
PPAR gamma	+	0.6991	69.91%
Honey bee toxicity	-	0.7813	78.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7375	73.75%

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	98.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL4208	P20618	Proteasome component C5	93.24%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.33%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.62%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.07%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.62%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.09%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.82%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.90%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.74%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%
CHEMBL3820	P35557	Hexokinase type IV	80.29%	91.96%

Plants that contains it

• Garcinia livingstonei

Cross-Links

• PubChem: 44575248
• NPASS: NPC475184
• ChEMBL: CHEMBL500482
• LOTUS: LTS0221187
• wikiData: Q105337630