8-[(1R,2R)-2-hydroxy-1-[(1S,2R)-2-hydroxy-1-(6-methoxy-2-oxochromen-8-yl)-3-methylbut-3-enoxy]-3-methylbut-3-enyl]-7-methoxychromen-2-one

Details

• Internal ID: e071a381-d822-40d6-b964-83afab80119b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(1R,2R)-2-hydroxy-1-[(1S,2R)-2-hydroxy-1-(6-methoxy-2-oxochromen-8-yl)-3-methylbut-3-enoxy]-3-methylbut-3-enyl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(=C)C(C(C1=C2C(=CC(=C1)OC)C=CC(=O)O2)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=C2C(=CC(=C1)OC)C=CC(=O)O2)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(20-14-19(35-5)13-18-9-12-22(31)37-27(18)20)39-30(26(34)16(3)4)24-21(36-6)10-7-17-8-11-23(32)38-28(17)24/h7-14,25-26,29-30,33-34H,1,3H2,2,4-6H3/t25-,26-,29+,30-/m1/s1
• InChI Key: KLQREFHMRVJZGK-SXBXJLEOSA-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	-	0.6887	68.87%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8756	87.56%
P-glycoprotein inhibitior	+	0.8191	81.91%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.5652	56.52%
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	+	0.4494	44.94%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5029	50.29%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8678	86.78%
Skin irritation	-	0.7096	70.96%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7588	75.88%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6700	67.00%
skin sensitisation	-	0.7910	79.10%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5210	52.10%
Acute Oral Toxicity (c)	II	0.4951	49.51%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.7787	77.87%
Thyroid receptor binding	+	0.6700	67.00%
Glucocorticoid receptor binding	+	0.8522	85.22%
Aromatase binding	-	0.5211	52.11%
PPAR gamma	+	0.7261	72.61%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	97.23%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.88%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.99%	97.21%
CHEMBL1255126	O15151	Protein Mdm4	86.42%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.80%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.78%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.39%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.87%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.16%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.36%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.77%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.23%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	80.22%	94.73%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 163104736
• LOTUS: LTS0177610
• wikiData: Q105142769