[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,22,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 5dd94076-3dae-4e84-9766-a033d7e4d70e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
• IUPAC Name: [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,22,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C34H53NO10/c1-7-17(3)29(39)44-28-26(38)25-19(15-35-14-16(2)8-9-23(35)31(25,6)40)20-13-32-27(33(20,28)41)21(43-18(4)36)12-22-30(32,5)11-10-24(37)34(22,42)45-32/h16-17,19-28,37-38,40-42H,7-15H2,1-6H3/t16-,17+,19-,20-,21+,22-,23-,24-,25+,26+,27+,28-,30-,31+,32+,33-,34-/m0/s1
• InChI Key: CDTUWAZCNSYUTG-ZUNZDKPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₃NO₁₀
• Molecular Weight: 635.80 g/mol
• Exact Mass: 635.36694689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5064	50.64%
Caco-2	-	0.8231	82.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.6135	61.35%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8573	85.73%
P-glycoprotein inhibitior	+	0.6566	65.66%
P-glycoprotein substrate	+	0.6458	64.58%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.9395	93.95%
CYP2C8 inhibition	+	0.6437	64.37%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5182	51.82%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6138	61.38%
Human Ether-a-go-go-Related Gene inhibition	-	0.4904	49.04%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5197	51.97%
skin sensitisation	-	0.8778	87.78%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5172	51.72%
Acute Oral Toxicity (c)	I	0.7603	76.03%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	-	0.5908	59.08%
Glucocorticoid receptor binding	+	0.5875	58.75%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.6859	68.59%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.7532	75.32%

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	99.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.09%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.30%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	96.22%	89.05%
CHEMBL1914	P06276	Butyrylcholinesterase	94.97%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.91%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.92%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.11%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	89.87%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.80%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.76%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.17%	97.28%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	88.51%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.96%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.20%	97.14%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.03%	95.36%
CHEMBL221	P23219	Cyclooxygenase-1	86.62%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.54%	89.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.53%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.95%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.19%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.13%	92.86%
CHEMBL340	P08684	Cytochrome P450 3A4	82.84%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.70%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.50%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.43%	97.50%
CHEMBL3837	P07711	Cathepsin L	82.41%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	82.14%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.08%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.81%	95.58%
CHEMBL4072	P07858	Cathepsin B	81.60%	93.67%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.44%	97.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.40%	98.05%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.96%	99.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.65%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.18%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186494
• LOTUS: LTS0010609
• wikiData: Q104955209