4-[(2S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-4-oxopyran-3-yl)oxyoxan-3-yl]oxy-3-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: 87812d02-7024-4b61-b00e-864efc432a9c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[(2S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-4-oxopyran-3-yl)oxyoxan-3-yl]oxy-3-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC1=C(C(=O)C=CO1)OC2C(C(C(C(O2)CO)O)O)OC(COC3=C4C=CC(=O)OC4=CC5=C3C=CO5)C(C)(C)O
• SMILES (Isomeric): CC1=C(C(=O)C=CO1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@@H](COC3=C4C=CC(=O)OC4=CC5=C3C=CO5)C(C)(C)O
• InChI: InChI=1S/C28H30O13/c1-13-24(16(30)7-9-35-13)41-27-26(23(33)22(32)19(11-29)39-27)40-20(28(2,3)34)12-37-25-14-4-5-21(31)38-18(14)10-17-15(25)6-8-36-17/h4-10,19-20,22-23,26-27,29,32-34H,11-12H2,1-3H3/t19-,20+,22-,23+,26-,27+/m1/s1
• InChI Key: ISXGHEKJMRQGFQ-ACNHYDIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₃
• Molecular Weight: 574.50 g/mol
• Exact Mass: 574.16864101 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6693	66.93%
Caco-2	-	0.8136	81.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7064	70.64%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9277	92.77%
P-glycoprotein inhibitior	+	0.6700	67.00%
P-glycoprotein substrate	-	0.5283	52.83%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	-	0.8230	82.30%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.9555	95.55%
CYP2C9 inhibition	-	0.8543	85.43%
CYP2C19 inhibition	-	0.8393	83.93%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.7843	78.43%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	-	0.7977	79.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.8229	82.29%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8225	82.25%
Micronuclear	-	0.5667	56.67%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9302	93.02%
Acute Oral Toxicity (c)	III	0.6524	65.24%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.7431	74.31%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	99.00%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.73%	91.49%
CHEMBL220	P22303	Acetylcholinesterase	97.68%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.90%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.45%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.76%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.46%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.76%	93.65%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.29%	93.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.66%	94.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.55%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.09%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.42%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL4581	P52732	Kinesin-like protein 1	81.19%	93.18%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.76%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.38%	99.15%

Plants that contains it

• Prangos pabularia

Cross-Links

• PubChem: 162852255
• LOTUS: LTS0254203
• wikiData: Q105119872