Isogosferol

Details

• Internal ID: 445c781d-d8d2-43e8-badd-5103d47bbfcb
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-(2-hydroxy-3-methylbut-3-enoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C)C(COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)O
• SMILES (Isomeric): CC(=C)C(COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)O
• InChI: InChI=1S/C16H14O5/c1-9(2)12(17)8-20-16-14-11(5-6-19-14)7-10-3-4-13(18)21-15(10)16/h3-7,12,17H,1,8H2,2H3
• InChI Key: RTUPRHIHXSAWDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 53319-52-1
• Isogospherol
• (+)-Isogospherol
• 9-(2-hydroxy-3-methylbut-3-enoxy)furo[3,2-g]chromen-7-one
• 9-((2-Hydroxy-3-methyl-3-butenyl)oxy)-7H-furo(3,2-g)(1)benzopyran-7-one
• 9-((2-Hydroxy-3-methylbut-3-en-1-yl)oxy)-7H-furo[3,2-g]chromen-7-one
• 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-((2-hydroxy-3-methyl-3-butenyl)oxy)-
• starbld0006475
• MEGxp0_000940
• SCHEMBL2468855
• RTUPRHIHXSAWDP-UHFFFAOYSA-
• DTXSID40967926
• 9-[[(2R)-2-Hydroxy-3-methyl-3-buten-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one; (+)-Isogospherol
• AKOS032948613
• 9-[(2-Hydroxy-3-methylbut-3-en-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one
• InChI=1/C16H14O5/c1-9(2)12(17)8-20-16-14-11(5-6-19-14)7-10-3-4-13(18)21-15(10)16/h3-7,12,17H,1,8H2,2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5568	55.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7111	71.11%
P-glycoprotein inhibitior	-	0.6776	67.76%
P-glycoprotein substrate	-	0.8596	85.96%
CYP3A4 substrate	-	0.5718	57.18%
CYP2C9 substrate	-	0.8377	83.77%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	+	0.5705	57.05%
CYP2C9 inhibition	-	0.7488	74.88%
CYP2C19 inhibition	+	0.5331	53.31%
CYP2D6 inhibition	-	0.7403	74.03%
CYP1A2 inhibition	+	0.6137	61.37%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	+	0.5728	57.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.6865	68.65%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4638	46.38%
Micronuclear	+	0.5292	52.92%
Hepatotoxicity	+	0.7466	74.66%
skin sensitisation	-	0.6162	61.62%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6668	66.68%
Acute Oral Toxicity (c)	III	0.4981	49.81%
Estrogen receptor binding	+	0.6206	62.06%
Androgen receptor binding	+	0.7776	77.76%
Thyroid receptor binding	+	0.5456	54.56%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	+	0.6932	69.32%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.57%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.22%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.28%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	90.18%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.75%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.43%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%

Plants that contains it

• Angelica dahurica
• Clausena anisata
• Glycyrrhiza aspera
• Glycyrrhiza uralensis
• Metrodorea nigra
• Murraya koenigii
• Pleurospermum rivulorum
• Prangos pabularia
• Prangos tschimganica
• Rhadinothamnus rudis
• Skimmia laureola

Cross-Links

• PubChem: 148619
• NPASS: NPC215722
• LOTUS: LTS0163366
• wikiData: Q72485334