[(1S,2R,6R,9R,10S,11R,12S,13S,14S,15R,16S,18S,19S,22S,23S,25R)-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(Z)-2-methylbut-2-enoyl]oxy-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: 8f6152a1-27ec-4e46-86c2-de3489100456
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
• IUPAC Name: [(1S,2R,6R,9R,10S,11R,12S,13S,14S,15R,16S,18S,19S,22S,23S,25R)-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(Z)-2-methylbut-2-enoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate
• InChI: InChI=1S/C41H57NO12/c1-8-21(3)35(45)53-34-32(44)31-23(19-42-18-20(2)9-12-29(42)38(31,5)47)24-17-39-33(40(24,34)48)25(43)16-28-37(39,4)14-13-30(41(28,49)54-39)52-36(46)22-10-11-26(50-6)27(15-22)51-7/h8,10-11,15,20,23-25,28-34,43-44,47-49H,9,12-14,16-19H2,1-7H3/b21-8-/t20-,23-,24+,25+,28+,29-,30+,31-,32+,33+,34+,37+,38-,39-,40+,41+/m1/s1
• InChI Key: JDNSDLZYTOLFGG-GJQBKZQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₇NO₁₂
• Molecular Weight: 755.90 g/mol
• Exact Mass: 755.38807625 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8784	87.84%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.3306	33.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8349	83.49%
BSEP inhibitior	+	0.8096	80.96%
P-glycoprotein inhibitior	+	0.7741	77.41%
P-glycoprotein substrate	+	0.7489	74.89%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	-	0.9456	94.56%
CYP2C9 inhibition	-	0.8682	86.82%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.8852	88.52%
CYP2C8 inhibition	+	0.8106	81.06%
CYP inhibitory promiscuity	-	0.9691	96.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4443	44.43%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7504	75.04%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.4236	42.36%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.5415	54.15%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	+	0.6579	65.79%
PPAR gamma	+	0.7970	79.70%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	98.61%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.74%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.29%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.50%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.61%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.60%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.17%	97.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.14%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.68%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.23%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.84%	94.00%
CHEMBL1871	P10275	Androgen Receptor	88.53%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.42%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL4208	P20618	Proteasome component C5	85.44%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.79%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.24%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.10%	96.90%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.01%	93.99%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.93%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.83%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	82.28%	92.98%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.10%	96.77%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.78%	90.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.73%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.65%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.71%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.64%	89.62%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.49%	85.83%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.32%	82.69%

Plants that contains it

• Veratrum dahuricum

Cross-Links

• PubChem: 163192965
• LOTUS: LTS0147003
• wikiData: Q105125617