6-[(2S)-2,3-dihydroxy-3-methylbutyl]-4,9-dimethoxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: e5a11742-5b3a-4a55-90ff-0ee6f54e6d92
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 6-[(2S)-2,3-dihydroxy-3-methylbutyl]-4,9-dimethoxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(CC1=CC2=C(C3=C(C(=C2OC1=O)OC)OC=C3)OC)O)O
• SMILES (Isomeric): CC(C)([C@H](CC1=CC2=C(C3=C(C(=C2OC1=O)OC)OC=C3)OC)O)O
• InChI: InChI=1S/C18H20O7/c1-18(2,21)12(19)8-9-7-11-13(22-3)10-5-6-24-14(10)16(23-4)15(11)25-17(9)20/h5-7,12,19,21H,8H2,1-4H3/t12-/m0/s1
• InChI Key: ZGVWUTLWBHFMNG-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.5670	56.70%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7005	70.05%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.8374	83.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5715	57.15%
P-glycoprotein inhibitior	-	0.7264	72.64%
P-glycoprotein substrate	-	0.7825	78.25%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.9370	93.70%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.8658	86.58%
CYP1A2 inhibition	-	0.7598	75.98%
CYP2C8 inhibition	-	0.5626	56.26%
CYP inhibitory promiscuity	-	0.9024	90.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4837	48.37%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8185	81.85%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4745	47.45%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8173	81.73%
Acute Oral Toxicity (c)	III	0.5878	58.78%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.6194	61.94%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.6890	68.90%
PPAR gamma	+	0.7974	79.74%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9417	94.17%

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	98.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.91%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	97.13%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	92.00%	94.73%
CHEMBL2535	P11166	Glucose transporter	91.98%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.05%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.35%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.35%	93.65%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 163040551
• LOTUS: LTS0114125
• wikiData: Q105375472