[(6S,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,7,12,16-tetramethyl-14-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl] acetate

Details

• Internal ID: 65a24b8f-6abb-4346-8f4b-0d3711d11c76
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
• IUPAC Name: [(6S,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,7,12,16-tetramethyl-14-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl] acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CC=C3C2CCC4C(=C3)CCC(C4(C)C)NC(=O)C5=CC=CC=C5)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]4C(=C3)CC[C@@H](C4(C)C)NC(=O)C5=CC=CC=C5)C)C)OC(=O)C)N(C)C
• InChI: InChI=1S/C35H50N2O3/c1-22(37(7)8)31-29(40-23(2)38)21-35(6)28-16-15-27-25(20-26(28)18-19-34(31,35)5)14-17-30(33(27,3)4)36-32(39)24-12-10-9-11-13-24/h9-13,18,20,22,27-31H,14-17,19,21H2,1-8H3,(H,36,39)/t22-,27+,28+,29+,30-,31-,34+,35-/m0/s1
• InChI Key: OMCZFOUSFSIOAM-JMVPJNHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀N₂O₃
• Molecular Weight: 546.80 g/mol
• Exact Mass: 546.38214346 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.80
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.7236	72.36%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.5486	54.86%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9767	97.67%
P-glycoprotein inhibitior	+	0.8374	83.74%
P-glycoprotein substrate	+	0.6399	63.99%
CYP3A4 substrate	+	0.7066	70.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7293	72.93%
CYP3A4 inhibition	+	0.5459	54.59%
CYP2C9 inhibition	-	0.5853	58.53%
CYP2C19 inhibition	-	0.5525	55.25%
CYP2D6 inhibition	-	0.8477	84.77%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	+	0.6114	61.14%
CYP inhibitory promiscuity	-	0.5163	51.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.7435	74.35%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9168	91.68%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5441	54.41%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5856	58.56%
Acute Oral Toxicity (c)	III	0.5484	54.84%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.8370	83.70%
Aromatase binding	+	0.7726	77.26%
PPAR gamma	+	0.7875	78.75%
Honey bee toxicity	-	0.7286	72.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	97.02%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.63%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL5028	O14672	ADAM10	89.37%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.86%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.65%	94.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.68%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.62%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.59%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.81%	94.62%
CHEMBL268	P43235	Cathepsin K	82.53%	96.85%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.24%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.24%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.07%	96.47%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.32%	89.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.25%	99.17%

Plants that contains it

• Buxus balearica
• Buxus sempervirens

Cross-Links

• PubChem: 102330026
• LOTUS: LTS0059421
• wikiData: Q104888260