8-[(1R,2R)-2-hydroxy-1-[(1S,2R)-2-hydroxy-1-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-3-enoxy]-3-methylbut-3-enyl]-7-methoxychromen-2-one

Details

• Internal ID: b5607462-0254-42f3-80f0-a38546080000
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(1R,2R)-2-hydroxy-1-[(1S,2R)-2-hydroxy-1-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-3-enoxy]-3-methylbut-3-enyl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)OC(C3=C(C=CC4=C3OC(=O)C=C4)OC)C(C(=C)C)O)O
• SMILES (Isomeric): CC(=C)[C@H]([C@@H](C1=C(C=CC2=C1OC(=O)C=C2)OC)O[C@@H](C3=C(C=CC4=C3OC(=O)C=C4)OC)[C@@H](C(=C)C)O)O
• InChI: InChI=1S/C30H30O9/c1-15(2)25(33)29(23-19(35-5)11-7-17-9-13-21(31)37-27(17)23)39-30(26(34)16(3)4)24-20(36-6)12-8-18-10-14-22(32)38-28(18)24/h7-14,25-26,29-30,33-34H,1,3H2,2,4-6H3/t25-,26-,29-,30+/m1/s1
• InChI Key: HWGBLAJNKCZKTN-JQYHKRKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₉
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.18898253 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	-	0.7028	70.28%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8308	83.08%
P-glycoprotein inhibitior	+	0.8146	81.46%
P-glycoprotein substrate	-	0.8212	82.12%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	-	0.8331	83.31%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.6488	64.88%
CYP2C9 inhibition	-	0.7897	78.97%
CYP2C19 inhibition	+	0.5398	53.98%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.7385	73.85%
CYP2C8 inhibition	-	0.7406	74.06%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5029	50.29%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8443	84.43%
Skin irritation	-	0.7096	70.96%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7134	71.34%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5425	54.25%
skin sensitisation	-	0.7910	79.10%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5550	55.50%
Acute Oral Toxicity (c)	II	0.4951	49.51%
Estrogen receptor binding	+	0.7569	75.69%
Androgen receptor binding	+	0.7844	78.44%
Thyroid receptor binding	+	0.6387	63.87%
Glucocorticoid receptor binding	+	0.8424	84.24%
Aromatase binding	-	0.5102	51.02%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.8217	82.17%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.38%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.31%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	87.44%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.28%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.64%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.54%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.43%	96.00%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 11497469
• LOTUS: LTS0107615
• wikiData: Q105034644