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

Details

• Internal ID: d1869d86-a43d-423f-898c-10aee88cab7c
• 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)-10,13,14,16,22,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-12-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(CN3CC(CCC3C2(C)O)C)C4CC56C(C4(C1O)O)C(CC7C5(CCC(C7(O6)O)O)C)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[C@H]2[C@@H](CN3C[C@H](CC[C@H]3[C@@]2(C)O)C)[C@@H]4C[C@@]56[C@H]([C@@]4([C@H]1O)O)[C@@H](C[C@H]7[C@@]5(CC[C@@H]([C@]7(O6)O)O)C)O
• InChI: InChI=1S/C32H51NO9/c1-6-16(3)27(37)41-24-23-17(14-33-13-15(2)7-8-21(33)29(23,5)38)18-12-30-25(31(18,39)26(24)36)19(34)11-20-28(30,4)10-9-22(35)32(20,40)42-30/h15-26,34-36,38-40H,6-14H2,1-5H3/t15-,16-,17-,18-,19+,20-,21-,22-,23+,24+,25+,26-,28-,29+,30+,31-,32-/m0/s1
• InChI Key: KBTBHGPSEWACMW-DXWWGHDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₁NO₉
• Molecular Weight: 593.70 g/mol
• Exact Mass: 593.35638220 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5575	55.75%
Caco-2	-	0.7861	78.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.6717	67.17%
OATP2B1 inhibitior	-	0.5807	58.07%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6005	60.05%
P-glycoprotein inhibitior	-	0.4601	46.01%
P-glycoprotein substrate	+	0.6307	63.07%
CYP3A4 substrate	+	0.7291	72.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8018	80.18%
CYP3A4 inhibition	-	0.8863	88.63%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.9499	94.99%
CYP2C8 inhibition	+	0.5259	52.59%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5160	51.60%
skin sensitisation	-	0.8657	86.57%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6077	60.77%
Acute Oral Toxicity (c)	I	0.6721	67.21%
Estrogen receptor binding	+	0.6629	66.29%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	-	0.5117	51.17%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	+	0.6965	69.65%
PPAR gamma	+	0.5973	59.73%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.6768	67.68%

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	99.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.59%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	94.93%	98.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.13%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.65%	82.69%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.48%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.31%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	90.98%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	89.44%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.74%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.17%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.77%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.40%	98.05%
CHEMBL221	P23219	Cyclooxygenase-1	86.10%	90.17%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.99%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.96%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.48%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL1871	P10275	Androgen Receptor	84.52%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.29%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.24%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.86%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.61%	90.24%
CHEMBL5255	O00206	Toll-like receptor 4	82.11%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.32%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.14%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.85%	82.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.48%	89.50%

Plants that contains it

• Veratrum nigrum

Cross-Links

• PubChem: 162820076
• LOTUS: LTS0051640
• wikiData: Q105138514