Asterriquinone

Details

• Internal ID: 1b875778-2ee4-4627-b2f6-4fe03888a680
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: 2,5-dihydroxy-3,6-bis[1-(2-methylbut-3-en-2-yl)indol-3-yl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C32H30N2O4/c1-7-31(3,4)33-17-21(19-13-9-11-15-23(19)33)25-27(35)29(37)26(30(38)28(25)36)22-18-34(32(5,6)8-2)24-16-12-10-14-20(22)24/h7-18,35,38H,1-2H2,3-6H3
• InChI Key: KMHWTYMNRHJTQG-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀N₂O₄
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.22055744 g/mol
• Topological Polar Surface Area (TPSA): 84.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.83
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 60696-52-8
• Demethylasterriquinone A1
• NSC-289487
• JV64RB1EJO
• Demethyl-asterriquinone A1
• NSC 289487
• 2,5-dihydroxy-3,6-bis[1-(2-methylbut-3-en-2-yl)indol-3-yl]cyclohexa-2,5-diene-1,4-dione
• CHEBI:51881
• DTXSID90209505
• 2,5-dihydroxy-3,6-bis[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
• 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl)-3,6-dihydroxy-
• 2,5-BIS(1-(1,1-DIMETHYL-2-PROPEN-1-YL)-1H-INDOL-3-YL)-3,6-DIHYDROXY-2,5-CYCLOHEXADIENE-1,4-DIONE
• 2,5-Cyclohexadiene-1,4-dione, 2,5-bis[1-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]-3,6-dihydroxy-
• 2,5-dihydroxy-3,6-bis(1-(2-methylbut-3-en-2-yl)indol-3-yl)cyclohexa-2,5-diene-1,4-dione
• 2,5-dihydroxy-3,6-bis(1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione
• RefChem:115300
• DTXCID70131996
• NSC289487
• 2,5-bis[1-(1,1-dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-1,4-benzoquinone
• UNII-JV64RB1EJO
• SCHEMBL847899
• orb2942953
• CHEMBL1966265
• HY-N14349
• NCI60_002372
• Q27122909
• 2,5-bis[1-(1,1-dimethylallyl)indol-3-yl]-3,6-dihydroxy-1,4-benzoquinone
• 2,4-dione, 2,5-bis[1-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]-3,6-dihydroxy-
• 2,5-Bis-[1'-(1'',1''-dimethyl-2''-propenyl)-indol-3'-yl]-3,6-dihydroxy-1,4-benzoquinone
• 2,5-CYCLOHEXADIENE-1,4-DIONE, 2,5-BIS(1-(1,1-DIMETHYL-2-PROPEN-1-YL)-1H-INDOL-3-YL)-3,6-DIHYDROXY-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	-	0.7830	78.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9125	91.25%
P-glycoprotein inhibitior	+	0.7033	70.33%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.6975	69.75%
CYP2C9 inhibition	+	0.5561	55.61%
CYP2C19 inhibition	-	0.5455	54.55%
CYP2D6 inhibition	-	0.7098	70.98%
CYP1A2 inhibition	+	0.5626	56.26%
CYP2C8 inhibition	-	0.7776	77.76%
CYP inhibitory promiscuity	+	0.6633	66.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Danger	0.3890	38.90%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7702	77.02%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6920	69.20%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5849	58.49%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4841	48.41%
Acute Oral Toxicity (c)	III	0.5078	50.78%
Estrogen receptor binding	+	0.8188	81.88%
Androgen receptor binding	+	0.6894	68.94%
Thyroid receptor binding	+	0.7442	74.42%
Glucocorticoid receptor binding	+	0.7782	77.82%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.7988	79.88%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.44%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	98.23%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.86%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.98%	93.65%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.40%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.53%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.90%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.05%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100329
• LOTUS: LTS0259027
• wikiData: Q27122909