Buxaminone

Details

• Internal ID: 828d9cf1-293e-40f8-af59-95d004d7ad36
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
• IUPAC Name: 1-[(6S,8R,11R,12S,15S,16R)-6-(dimethylamino)-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethanone
• SMILES (Canonical): CC(=O)C1CCC2(C1(CC=C3C2CCC4C(=C3)CCC(C4(C)C)N(C)C)C)C
• SMILES (Isomeric): CC(=O)[C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4C(=C3)CC[C@@H](C4(C)C)N(C)C)C)C
• InChI: InChI=1S/C26H41NO/c1-17(28)20-13-15-26(5)22-10-9-21-18(16-19(22)12-14-25(20,26)4)8-11-23(27(6)7)24(21,2)3/h12,16,20-23H,8-11,13-15H2,1-7H3/t20-,21-,22-,23+,25-,26+/m1/s1
• InChI Key: MUTZYCDRKHRPOI-FAXZPQNASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁NO
• Molecular Weight: 383.60 g/mol
• Exact Mass: 383.318814931 g/mol
• Topological Polar Surface Area (TPSA): 20.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Buxaminone
• DTXSID60921328
• 3-(Dimethylamino)-4,4,14-trimethyl-9,19-cyclo-9,10-secopregna-9(11),10-dien-20-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.7578	75.78%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3488	34.88%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8408	84.08%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9165	91.65%
P-glycoprotein inhibitior	-	0.5312	53.12%
P-glycoprotein substrate	-	0.5825	58.25%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3940	39.40%
CYP3A4 inhibition	-	0.7819	78.19%
CYP2C9 inhibition	-	0.7370	73.70%
CYP2C19 inhibition	-	0.7236	72.36%
CYP2D6 inhibition	-	0.8179	81.79%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	-	0.6968	69.68%
CYP inhibitory promiscuity	-	0.5058	50.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9556	95.56%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.7915	79.15%
Ames mutagenesis	-	0.7723	77.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	-	0.6913	69.13%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5755	57.55%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	+	0.7932	79.32%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.7303	73.03%
Glucocorticoid receptor binding	+	0.7179	71.79%
Aromatase binding	+	0.5431	54.31%
PPAR gamma	+	0.6318	63.18%
Honey bee toxicity	-	0.8180	81.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	97.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.91%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 188866
• LOTUS: LTS0261228
• wikiData: Q82894137