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

Details

• Internal ID: acc0fcd7-fff9-4137-8a30-b56eb33aafc8
• 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)-10,12,14,16,22,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7)O)O)C)O)O)O
• SMILES (Isomeric): C/C=C(/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](CC7)O)O)C)O)O)O
• InChI: InChI=1S/C32H49NO9/c1-6-16(3)27(37)41-26-24(36)23-17(14-33-13-15(2)7-8-21(33)29(23,5)38)18-12-30-25(31(18,26)39)19(34)11-20-28(30,4)10-9-22(35)32(20,40)42-30/h6,15,17-26,34-36,38-40H,7-14H2,1-5H3/b16-6-/t15-,17-,18-,19+,20-,21-,22-,23+,24+,25+,26-,28-,29+,30+,31-,32-/m0/s1
• InChI Key: YPWYCYNAPNRIIN-BEVWQJMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₉NO₉
• Molecular Weight: 591.70 g/mol
• Exact Mass: 591.34073214 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7056	70.56%
Caco-2	-	0.8047	80.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4802	48.02%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8334	83.34%
P-glycoprotein inhibitior	+	0.5758	57.58%
P-glycoprotein substrate	+	0.5942	59.42%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.9676	96.76%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.9287	92.87%
CYP2C8 inhibition	+	0.6037	60.37%
CYP inhibitory promiscuity	-	0.9812	98.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4398	43.98%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6515	65.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.3788	37.88%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5536	55.36%
skin sensitisation	-	0.8353	83.53%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.8417	84.17%
Acute Oral Toxicity (c)	III	0.4726	47.26%
Estrogen receptor binding	+	0.7379	73.79%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.5722	57.22%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.6400	64.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.8234	82.34%

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	97.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.58%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.40%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.46%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.20%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.01%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.90%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.75%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL1871	P10275	Androgen Receptor	88.15%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.64%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.62%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.97%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.17%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.59%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.36%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL1914	P06276	Butyrylcholinesterase	82.72%	95.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.66%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.62%	92.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.62%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.48%	100.00%

Plants that contains it

• Veratrum dahuricum
• Veratrum taliense

Cross-Links

• PubChem: 100937115
• LOTUS: LTS0095181
• wikiData: Q105352039