[(1S,2R,6R,9S,10R,11R,12S,13R,14R,15S,16S,18S,19S,22S,23S,25R)-10,12,13,14,16,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 61d332d0-97bd-425c-a6b5-2de4e611a1a3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
• IUPAC Name: [(1S,2R,6R,9S,10R,11R,12S,13R,14R,15S,16S,18S,19S,22S,23S,25R)-10,12,13,14,16,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)C(CC7C5(CCC(C7(O6)O)OC(=O)C8=CC(=C(C=C8)OC)OC)C)O)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@]([C@@H]3[C@H](CN2C1)[C@@H]4C[C@@]56[C@H]([C@]4([C@@H]([C@H]3O)O)O)[C@H](C[C@H]7[C@@]5(CC[C@@H]([C@]7(O6)O)OC(=O)C8=CC(=C(C=C8)OC)OC)C)O)(C)O
• InChI: InChI=1S/C36H51NO11/c1-17-6-9-25-33(3,42)27-19(16-37(25)15-17)20-14-34-29(35(20,43)30(40)28(27)39)21(38)13-24-32(34,2)11-10-26(36(24,44)48-34)47-31(41)18-7-8-22(45-4)23(12-18)46-5/h7-8,12,17,19-21,24-30,38-40,42-44H,6,9-11,13-16H2,1-5H3/t17-,19-,20+,21+,24+,25+,26+,27-,28+,29-,30-,32+,33+,34-,35-,36+/m1/s1
• InChI Key: XWPDBLOJNQWPDC-OYJBZMAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₁NO₁₁
• Molecular Weight: 673.80 g/mol
• Exact Mass: 673.34621144 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6448	64.48%
Caco-2	-	0.8517	85.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5640	56.40%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8049	80.49%
P-glycoprotein inhibitior	+	0.7300	73.00%
P-glycoprotein substrate	+	0.7171	71.71%
CYP3A4 substrate	+	0.7476	74.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7504	75.04%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.9006	90.06%
CYP2C19 inhibition	-	0.9015	90.15%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.9434	94.34%
CYP2C8 inhibition	+	0.7786	77.86%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5699	56.99%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7327	73.27%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.3840	38.40%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.6813	68.13%
PPAR gamma	+	0.7588	75.88%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.7679	76.79%

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	98.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.06%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.95%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.73%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.09%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.00%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.50%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.45%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.31%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.84%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.82%	97.31%
CHEMBL2535	P11166	Glucose transporter	86.58%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.20%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.11%	91.07%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.35%	97.28%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.85%	89.05%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.75%	93.99%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.48%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.08%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.69%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.98%	96.21%

Plants that contains it

• Veratrum dahuricum

Cross-Links

• PubChem: 163027813
• LOTUS: LTS0073585
• wikiData: Q105343686