Microsphaerophthalide F

Details

• Internal ID: 2dfebdcc-d9c9-44cd-b43f-b2770e82ce29
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3S)-5-hydroxy-3,7-dimethoxy-4-(methoxymethyl)-6-methyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CC1=C(C(=C2C(OC(=O)C2=C1OC)OC)COC)O
• SMILES (Isomeric): CC1=C(C(=C2[C@H](OC(=O)C2=C1OC)OC)COC)O
• InChI: InChI=1S/C13H16O6/c1-6-10(14)7(5-16-2)8-9(11(6)17-3)12(15)19-13(8)18-4/h13-14H,5H2,1-4H3/t13-/m0/s1
• InChI Key: FKABIXZMESUMKG-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.6575	65.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.7966	79.66%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8610	86.10%
P-glycoprotein inhibitior	-	0.7943	79.43%
P-glycoprotein substrate	-	0.8944	89.44%
CYP3A4 substrate	+	0.5696	56.96%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.7649	76.49%
CYP2C9 inhibition	+	0.5431	54.31%
CYP2C19 inhibition	-	0.5971	59.71%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	+	0.7193	71.93%
CYP2C8 inhibition	-	0.6147	61.47%
CYP inhibitory promiscuity	-	0.6782	67.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5779	57.79%
Eye corrosion	-	0.9728	97.28%
Eye irritation	+	0.7600	76.00%
Skin irritation	-	0.8360	83.60%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6857	68.57%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6862	68.62%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6200	62.00%
Acute Oral Toxicity (c)	III	0.4180	41.80%
Estrogen receptor binding	+	0.6734	67.34%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	+	0.5705	57.05%
Glucocorticoid receptor binding	+	0.6965	69.65%
Aromatase binding	-	0.7014	70.14%
PPAR gamma	+	0.6484	64.84%
Honey bee toxicity	-	0.8926	89.26%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	91.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.03%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.25%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102306476
• LOTUS: LTS0142789
• wikiData: Q77570259