[3,4,5-Trihydroxy-6-[2-(9-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl)propan-2-yloxy]oxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: b6fad51a-a594-452f-8b43-bee23596a9dc
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [3,4,5-trihydroxy-6-[2-(9-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl)propan-2-yloxy]oxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C(=C5)OC)O)OC)O)O)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C(=C5)OC)O)OC)O)O)O
• InChI: InChI=1S/C31H34O14/c1-31(2,20-12-16-11-15-6-8-22(33)44-28(15)27(38)29(16)43-20)45-30-26(37)25(36)24(35)19(42-30)13-41-21(32)7-5-14-9-17(39-3)23(34)18(10-14)40-4/h5-11,19-20,24-26,30,34-38H,12-13H2,1-4H3
• InChI Key: IVHSSCUMYDHEGB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₄
• Molecular Weight: 630.60 g/mol
• Exact Mass: 630.19485575 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8336	83.36%
Caco-2	-	0.8628	86.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	+	0.5615	56.15%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5732	57.32%
P-glycoprotein inhibitior	+	0.7073	70.73%
P-glycoprotein substrate	-	0.5248	52.48%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.7947	79.47%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	-	0.8693	86.93%
CYP1A2 inhibition	-	0.7482	74.82%
CYP2C8 inhibition	+	0.6968	69.68%
CYP inhibitory promiscuity	-	0.7140	71.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.7966	79.66%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4402	44.02%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9700	97.00%
Acute Oral Toxicity (c)	III	0.6270	62.70%
Estrogen receptor binding	+	0.8169	81.69%
Androgen receptor binding	+	0.6987	69.87%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.7404	74.04%
Aromatase binding	+	0.6687	66.87%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5203	52.03%
Fish aquatic toxicity	+	0.9827	98.27%

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	99.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.23%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.20%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.87%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.43%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.24%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.67%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.60%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.19%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.78%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.54%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.04%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.14%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.74%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.79%	98.00%
CHEMBL3194	P02766	Transthyretin	81.26%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.57%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.07%	97.36%

Plants that contains it

• Apium graveolens
• Skimmia japonica

Cross-Links

• PubChem: 162885909
• LOTUS: LTS0036842
• wikiData: Q105121057