Glycocitrine VI

Details

• Internal ID: 973dbb9d-6e4a-4836-ad2a-fb8183ce82a2
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines
• IUPAC Name: 1-hydroxy-10-methyl-4,4-bis(3-methylbut-2-enyl)acridine-3,9-dione
• SMILES (Canonical): CC(=CCC1(C(=O)C=C(C2=C1N(C3=CC=CC=C3C2=O)C)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1(C(=O)C=C(C2=C1N(C3=CC=CC=C3C2=O)C)O)CC=C(C)C)C
• InChI: InChI=1S/C24H27NO3/c1-15(2)10-12-24(13-11-16(3)4)20(27)14-19(26)21-22(28)17-8-6-7-9-18(17)25(5)23(21)24/h6-11,14,26H,12-13H2,1-5H3
• InChI Key: SSTBWPOZCRQSBJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇NO₃
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.19909372 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 4
• 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	+	0.9777	97.77%
Caco-2	+	0.8478	84.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5682	56.82%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7522	75.22%
P-glycoprotein inhibitior	-	0.5535	55.35%
P-glycoprotein substrate	-	0.6037	60.37%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	0.5860	58.60%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.8282	82.82%
CYP2C9 inhibition	-	0.6484	64.84%
CYP2C19 inhibition	-	0.5298	52.98%
CYP2D6 inhibition	-	0.6132	61.32%
CYP1A2 inhibition	+	0.7321	73.21%
CYP2C8 inhibition	-	0.7842	78.42%
CYP inhibitory promiscuity	+	0.6576	65.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4528	45.28%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8210	82.10%
Skin irritation	-	0.8076	80.76%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6868	68.68%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6186	61.86%
Acute Oral Toxicity (c)	III	0.7044	70.44%
Estrogen receptor binding	+	0.7121	71.21%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.7249	72.49%
Aromatase binding	+	0.5586	55.86%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9462	94.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.20%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.18%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.20%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.67%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.49%	94.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.88%	94.75%
CHEMBL255	P29275	Adenosine A2b receptor	82.21%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	80.75%	94.73%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.13%	95.52%

Plants that contains it

• Glycosmis parviflora

Cross-Links

• PubChem: 10523646
• LOTUS: LTS0256669
• wikiData: Q105259896