[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19R,20S,22S,23S,25R)-20-acetyloxy-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2S)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S)-2-hydroxy-2-methylbutanoate

Details

• Internal ID: 31f36cdb-4511-417e-bc48-4be6677c578f
• 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,19R,20S,22S,23S,25R)-20-acetyloxy-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2S)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S)-2-hydroxy-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7OC(=O)C)OC(=O)C(C)(CC)O)O)C)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1[C@@H]([C@H]2[C@@H](CN3C[C@H](CC[C@H]3[C@@]2(C)O)C)[C@H]4[C@@]1([C@@H]5[C@@H](C[C@H]6[C@]7([C@]5(C4)O[C@@]6([C@H](C[C@@H]7OC(=O)C)OC(=O)[C@](C)(CC)O)O)C)O)O)O
• InChI: InChI=1S/C39H61NO13/c1-9-19(4)32(44)52-31-29(43)28-21(17-40-16-18(3)11-12-25(40)36(28,8)47)22-15-37-30(38(22,31)48)23(42)13-24-35(37,7)26(50-20(5)41)14-27(39(24,49)53-37)51-33(45)34(6,46)10-2/h18-19,21-31,42-43,46-49H,9-17H2,1-8H3/t18-,19-,21-,22-,23+,24-,25-,26-,27-,28+,29+,30+,31-,34-,35+,36+,37+,38-,39-/m0/s1
• InChI Key: RCDFKDXMJYWZIU-PUCXWOGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₁NO₁₃
• Molecular Weight: 751.90 g/mol
• Exact Mass: 751.41429100 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6715	67.15%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.6149	61.49%
OATP2B1 inhibitior	-	0.7365	73.65%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6896	68.96%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.7289	72.89%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.9425	94.25%
CYP2C8 inhibition	+	0.7358	73.58%
CYP inhibitory promiscuity	-	0.9613	96.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5552	55.52%
Human Ether-a-go-go-Related Gene inhibition	-	0.4759	47.59%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5849	58.49%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6634	66.34%
Acute Oral Toxicity (c)	I	0.8149	81.49%
Estrogen receptor binding	+	0.6791	67.91%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	-	0.5771	57.71%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	+	0.7271	72.71%
Honey bee toxicity	-	0.6602	66.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7302	73.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.89%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.61%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.76%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	96.53%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	95.31%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.33%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.32%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	92.80%	95.36%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.66%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.53%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	90.40%	98.03%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.22%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.81%	96.47%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.60%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.34%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.11%	97.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.34%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.26%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	87.04%	97.63%
CHEMBL1914	P06276	Butyrylcholinesterase	87.02%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.67%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.89%	97.28%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.88%	96.90%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.68%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	85.51%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.98%	82.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.55%	91.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.27%	94.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.49%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.41%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.14%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.76%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.10%	92.26%
CHEMBL4040	P28482	MAP kinase ERK2	80.98%	83.82%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.77%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.28%	95.71%

Plants that contains it

• Veratrum album

Cross-Links

• PubChem: 162820080
• LOTUS: LTS0160953
• wikiData: Q104888278