[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(2S)-9-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yloxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 8c7d5fd6-a75c-4a75-a41f-63bb7182934d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(2S)-9-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yloxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H32O13/c1-30(2,20-12-16-11-15-6-9-22(33)42-27(15)26(37)28(16)41-20)43-29-25(36)24(35)23(34)19(40-29)13-39-21(32)8-5-14-4-7-17(31)18(10-14)38-3/h4-11,19-20,23-25,29,31,34-37H,12-13H2,1-3H3/b8-5+/t19-,20+,23-,24+,25-,29+/m1/s1
• InChI Key: ZHYNJRGCDATHJU-IHCRXCIKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂O₁₃
• Molecular Weight: 600.60 g/mol
• Exact Mass: 600.18429107 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 8

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	-	0.8634	86.34%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.5810	58.10%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6171	61.71%
P-glycoprotein inhibitior	+	0.6469	64.69%
P-glycoprotein substrate	-	0.5658	56.58%
CYP3A4 substrate	+	0.6611	66.11%
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	+	0.7160	71.60%
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	-	0.9350	93.50%
Skin irritation	-	0.7966	79.66%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
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	-	0.9772	97.72%
Acute Oral Toxicity (c)	III	0.6270	62.70%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.6164	61.64%
Glucocorticoid receptor binding	+	0.7460	74.60%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.7838	78.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5097	50.97%
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	99.58%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.17%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.10%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.13%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.41%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.50%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.06%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.36%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.93%	98.95%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	85.47%	98.00%
CHEMBL3194	P02766	Transthyretin	85.18%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.96%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.66%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.02%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.12%	80.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%

Plants that contains it

• Skimmia japonica

Cross-Links

• PubChem: 102146519
• LOTUS: LTS0057433
• wikiData: Q105376121