2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-5,7-dihydroxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromene-6,8-dicarbaldehyde

Details

• Internal ID: 3f0292e1-fc77-43f1-950a-096d595a7c14
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-5,7-dihydroxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromene-6,8-dicarbaldehyde
• SMILES (Canonical): CC(C)CC1C(C(OC2=C(C(=C(C(=C12)O)C=O)O)C=O)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)C
• SMILES (Isomeric): CC(C)CC1C(C(OC2=C(C(=C(C(=C12)O)C=O)O)C=O)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)C
• InChI: InChI=1S/C26H28O10/c1-10(2)5-12-17(11(3)4)26(19-23(34)13(6-27)20(31)14(7-28)24(19)35)36-25-16(9-30)21(32)15(8-29)22(33)18(12)25/h6-12,17,26,31-35H,5H2,1-4H3
• InChI Key: PHQDMQGEKNBIPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₀
• Molecular Weight: 500.50 g/mol
• Exact Mass: 500.16824709 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• B0005-188418

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8927	89.27%
Caco-2	-	0.7229	72.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7807	78.07%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	+	0.7900	79.00%
OATP1B3 inhibitior	+	0.8794	87.94%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4935	49.35%
P-glycoprotein inhibitior	-	0.5434	54.34%
P-glycoprotein substrate	-	0.7104	71.04%
CYP3A4 substrate	-	0.5094	50.94%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.7675	76.75%
CYP3A4 inhibition	-	0.6145	61.45%
CYP2C9 inhibition	+	0.8349	83.49%
CYP2C19 inhibition	-	0.5126	51.26%
CYP2D6 inhibition	-	0.8086	80.86%
CYP1A2 inhibition	+	0.8197	81.97%
CYP2C8 inhibition	-	0.7611	76.11%
CYP inhibitory promiscuity	+	0.6967	69.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7016	70.16%
Skin irritation	-	0.7861	78.61%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7686	76.86%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6695	66.95%
Acute Oral Toxicity (c)	III	0.4004	40.04%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.7957	79.57%
Aromatase binding	+	0.5295	52.95%
PPAR gamma	+	0.6762	67.62%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9879	98.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.06%	98.11%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.20%	83.10%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.76%	86.92%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.38%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.11%	95.89%

Plants that contains it

• Eucalyptus grandis
• Eucalyptus loxophleba
• Eucalyptus melliodora

Cross-Links

• PubChem: 9805988
• LOTUS: LTS0250313
• wikiData: Q105209160