[(3R,6S,7S,8S,11R,12S,14R,15S,16R)-6-[benzoyl(methyl)amino]-15-[(1S)-1-(dimethylamino)ethyl]-3-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl] acetate

Details

• Internal ID: afea6065-880e-48c7-bbba-6e0b5e171730
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
• IUPAC Name: [(3R,6S,7S,8S,11R,12S,14R,15S,16R)-6-[benzoyl(methyl)amino]-15-[(1S)-1-(dimethylamino)ethyl]-3-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl] acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CC=C3C2CCC4C(C(CCC4(C3)O)N(C)C(=O)C5=CC=CC=C5)(C)CO)C)C)OC(=O)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3[C@H]2CC[C@H]4[C@]([C@H](CC[C@]4(C3)O)N(C)C(=O)C5=CC=CC=C5)(C)CO)C)C)OC(=O)C)N(C)C
• InChI: InChI=1S/C36H54N2O5/c1-23(37(6)7)31-28(43-24(2)40)21-35(5)27-14-15-29-33(3,22-39)30(38(8)32(41)25-12-10-9-11-13-25)17-19-36(29,42)20-26(27)16-18-34(31,35)4/h9-13,16,23,27-31,39,42H,14-15,17-22H2,1-8H3/t23-,27+,28+,29-,30-,31-,33-,34+,35-,36+/m0/s1
• InChI Key: VYBKKMOWMQANMV-RBODEHBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄N₂O₅
• Molecular Weight: 594.80 g/mol
• Exact Mass: 594.40327283 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9655	96.55%
Caco-2	-	0.7791	77.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7728	77.28%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.7860	78.60%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.7676	76.76%
P-glycoprotein substrate	+	0.6123	61.23%
CYP3A4 substrate	+	0.7099	70.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7936	79.36%
CYP3A4 inhibition	-	0.5263	52.63%
CYP2C9 inhibition	-	0.7237	72.37%
CYP2C19 inhibition	-	0.7815	78.15%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	-	0.8415	84.15%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.6974	69.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6134	61.34%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5308	53.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7633	76.33%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5721	57.21%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5861	58.61%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	+	0.7705	77.05%
Androgen receptor binding	+	0.7631	76.31%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.7385	73.85%
PPAR gamma	+	0.7220	72.20%
Honey bee toxicity	-	0.7597	75.97%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	98.00%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.72%	94.62%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.30%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.93%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.40%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.38%	95.89%
CHEMBL5028	O14672	ADAM10	87.67%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.95%	94.97%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.48%	89.44%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.87%	93.00%
CHEMBL3524	P56524	Histone deacetylase 4	83.63%	92.97%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.16%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.61%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.88%	91.19%

Plants that contains it

• Buxus natalensis

Cross-Links

• PubChem: 162845427
• LOTUS: LTS0098546
• wikiData: Q105298872