Gliocladinin A

Details

• Internal ID: b4e34d84-3ef7-4cb9-9b3a-ae05aa3e5b79
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: (5S,6R)-5,6-dihydroxy-3-methoxy-2,5-bis(4-methoxyphenyl)cyclohex-2-en-1-one
• InChI: InChI=1S/C21H22O6/c1-25-15-8-4-13(5-9-15)18-17(27-3)12-21(24,20(23)19(18)22)14-6-10-16(26-2)11-7-14/h4-11,20,23-24H,12H2,1-3H3/t20-,21-/m0/s1
• InChI Key: GZSCQNISHIIIPB-SFTDATJTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL400085
• (5S,6R)-5,6-dihydroxy-3-methoxy-2,5-bis(4-methoxyphenyl)cyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5844	58.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9410	94.10%
P-glycoprotein inhibitior	+	0.6343	63.43%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8007	80.07%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.5446	54.46%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8016	80.16%
CYP2C8 inhibition	-	0.8622	86.22%
CYP inhibitory promiscuity	-	0.8253	82.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7818	78.18%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6261	62.61%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.5485	54.85%
skin sensitisation	-	0.7059	70.59%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5304	53.04%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.8911	89.11%
Thyroid receptor binding	+	0.7828	78.28%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	+	0.7073	70.73%
PPAR gamma	+	0.7468	74.68%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.30%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.04%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.98%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.25%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.53%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.46%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.17%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.19%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23642504
• LOTUS: LTS0025607
• wikiData: Q105024556