Grahamine

Details

• Internal ID: bdee2937-9e30-438c-94ea-fa0cb1920264
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (6-hydroxy-4,5,6-trimethyl-3,7-dioxo-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-en-5-yl) 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1(C(C(=O)OC2CCN3C2C(=CC3)COC(=O)C1(C)O)C)C
• SMILES (Isomeric): CCC(C)C(=O)OC1(C(C(=O)OC2CCN3C2C(=CC3)COC(=O)C1(C)O)C)C
• InChI: InChI=1S/C21H31NO7/c1-6-12(2)17(23)29-21(5)13(3)18(24)28-15-8-10-22-9-7-14(16(15)22)11-27-19(25)20(21,4)26/h7,12-13,15-16,26H,6,8-11H2,1-5H3
• InChI Key: BGODDTSFBHJRGK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₁NO₇
• Molecular Weight: 409.50 g/mol
• Exact Mass: 409.21005233 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• BGODDTSFBHJRGK-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	+	0.6247	62.47%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5884	58.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6854	68.54%
P-glycoprotein inhibitior	-	0.5553	55.53%
P-glycoprotein substrate	+	0.6283	62.83%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7516	75.16%
CYP3A4 inhibition	-	0.7479	74.79%
CYP2C9 inhibition	-	0.9163	91.63%
CYP2C19 inhibition	-	0.9075	90.75%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	-	0.8193	81.93%
CYP inhibitory promiscuity	-	0.9192	91.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Danger	0.7566	75.66%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9648	96.48%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3747	37.47%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5915	59.15%
Acute Oral Toxicity (c)	II	0.4588	45.88%
Estrogen receptor binding	+	0.6765	67.65%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	-	0.5296	52.96%
Glucocorticoid receptor binding	+	0.7329	73.29%
Aromatase binding	+	0.6087	60.87%
PPAR gamma	-	0.6276	62.76%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7627	76.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.23%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.41%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.97%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.22%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.81%	92.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.29%	94.66%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Schizanthus grahamii

Cross-Links

• PubChem: 91753270
• LOTUS: LTS0180638
• wikiData: Q104935663