6'-Hydroxygriseofulvin

Details

• Internal ID: ac7f62a8-6fca-4ed3-917a-ae6bf62bef80
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2S)-7-chloro-5'-hydroxy-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
• InChI: InChI=1S/C17H17ClO7/c1-16(21)7-8(19)5-11(24-4)17(16)15(20)12-9(22-2)6-10(23-3)13(18)14(12)25-17/h5-6,21H,7H2,1-4H3/t16?,17-/m0/s1
• InChI Key: YDKPJFXWSXNUCX-DJNXLDHESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇ClO₇
• Molecular Weight: 368.80 g/mol
• Exact Mass: 368.0662806 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8879	88.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5836	58.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5944	59.44%
P-glycoprotein inhibitior	-	0.7465	74.65%
P-glycoprotein substrate	-	0.8649	86.49%
CYP3A4 substrate	+	0.6223	62.23%
CYP2C9 substrate	-	0.8337	83.37%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	+	0.5508	55.08%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.9342	93.42%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	-	0.5660	56.60%
CYP inhibitory promiscuity	+	0.5456	54.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8368	83.68%
Carcinogenicity (trinary)	Danger	0.6810	68.10%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6556	65.56%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7307	73.07%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.8452	84.52%
Acute Oral Toxicity (c)	IV	0.4580	45.80%
Estrogen receptor binding	+	0.8592	85.92%
Androgen receptor binding	+	0.7779	77.79%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.6360	63.60%
PPAR gamma	+	0.8393	83.93%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9875	98.75%

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	99.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL4208	P20618	Proteasome component C5	94.05%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL1871	P10275	Androgen Receptor	91.09%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.27%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.75%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.58%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.04%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.51%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584816
• LOTUS: LTS0118056
• wikiData: Q77376259