Graphostrin C

Details

• Internal ID: b4e3d12c-feb5-490a-a603-c53c9e861130
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2S,3R)-3-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-carboxylic acid
• SMILES (Canonical): CC(=C)C1C(C2=C(O1)C=CC(=C2)C(=O)O)O
• SMILES (Isomeric): CC(=C)[C@H]1[C@@H](C2=C(O1)C=CC(=C2)C(=O)O)O
• InChI: InChI=1S/C12H12O4/c1-6(2)11-10(13)8-5-7(12(14)15)3-4-9(8)16-11/h3-5,10-11,13H,1H2,2H3,(H,14,15)/t10-,11+/m1/s1
• InChI Key: LGHUAZWCXTYNNJ-MNOVXSKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.7636	76.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9524	95.24%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.8801	88.01%
CYP3A4 substrate	-	0.6267	62.67%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.7949	79.49%
CYP2C9 inhibition	+	0.5407	54.07%
CYP2C19 inhibition	+	0.6286	62.86%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	+	0.7823	78.23%
CYP2C8 inhibition	-	0.7227	72.27%
CYP inhibitory promiscuity	+	0.7010	70.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4483	44.83%
Eye corrosion	-	0.9306	93.06%
Eye irritation	+	0.9332	93.32%
Skin irritation	+	0.5485	54.85%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5247	52.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.7577	75.77%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5406	54.06%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.4097	40.97%
Estrogen receptor binding	-	0.7425	74.25%
Androgen receptor binding	-	0.7445	74.45%
Thyroid receptor binding	-	0.6145	61.45%
Glucocorticoid receptor binding	-	0.7899	78.99%
Aromatase binding	-	0.4831	48.31%
PPAR gamma	-	0.6693	66.93%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7852	78.52%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.47%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.95%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.72%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.27%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.49%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.04%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.88%	91.11%
CHEMBL3194	P02766	Transthyretin	80.13%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 141521376
• LOTUS: LTS0124809
• wikiData: Q105151357