5-[(2R)-2,3-dihydroxy-3-methylbutyl]-6-methoxyfuro[2,3-h]chromen-2-one

Details

• Internal ID: 6185cd11-874a-4434-9be3-b534cc95d829
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 5-[(2R)-2,3-dihydroxy-3-methylbutyl]-6-methoxyfuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)O)O
• SMILES (Isomeric): CC(C)([C@@H](CC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)O)O
• InChI: InChI=1S/C17H18O6/c1-17(2,20)12(18)8-11-9-4-5-13(19)23-14(9)10-6-7-22-16(10)15(11)21-3/h4-7,12,18,20H,8H2,1-3H3/t12-/m1/s1
• InChI Key: LPFGEJHDAXBPLK-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9618	96.18%
Caco-2	+	0.5543	55.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.8213	82.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6423	64.23%
P-glycoprotein inhibitior	-	0.7973	79.73%
P-glycoprotein substrate	-	0.7722	77.22%
CYP3A4 substrate	+	0.5066	50.66%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.8677	86.77%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.6834	68.34%
CYP2C8 inhibition	+	0.4748	47.48%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4848	48.48%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.7572	75.72%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6931	69.31%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8914	89.14%
Acute Oral Toxicity (c)	III	0.5253	52.53%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.6713	67.13%
Glucocorticoid receptor binding	+	0.7885	78.85%
Aromatase binding	-	0.5518	55.18%
PPAR gamma	+	0.8809	88.09%
Honey bee toxicity	-	0.8238	82.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.99%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.04%	83.82%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.16%	94.03%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 162846329
• LOTUS: LTS0028692
• wikiData: Q105155138