[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 2-methylpropanoate

Details

• Internal ID: 0dfb0104-8510-496c-9f68-68433dcc48a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C(C)C)OC)O)O)OC)OC)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C(C)C)OC)O)O)OC)OC)COC
• InChI: InChI=1S/C29H47NO8/c1-8-30-13-26(14-34-4)10-9-19(36-6)28-17-11-16-18(35-5)12-27(32,20(17)21(16)38-24(31)15(2)3)29(33,25(28)30)23(37-7)22(26)28/h15-23,25,32-33H,8-14H2,1-7H3/t16-,17-,18+,19+,20-,21+,22-,23+,25+,26+,27-,28+,29-/m1/s1
• InChI Key: DVLODXXPAYOJJP-OXXHPXGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₇NO₈
• Molecular Weight: 537.70 g/mol
• Exact Mass: 537.33016746 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5757	57.57%
Caco-2	-	0.7115	71.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6570	65.70%
P-glycoprotein inhibitior	-	0.6258	62.58%
P-glycoprotein substrate	+	0.6436	64.36%
CYP3A4 substrate	+	0.7196	71.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.7941	79.41%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.9106	91.06%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	+	0.5881	58.81%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8648	86.48%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8442	84.42%
Acute Oral Toxicity (c)	III	0.4406	44.06%
Estrogen receptor binding	+	0.7968	79.68%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	+	0.6195	61.95%
Glucocorticoid receptor binding	-	0.4901	49.01%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.6854	68.54%
Honey bee toxicity	-	0.6847	68.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.6910	69.10%

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	99.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.54%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.04%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.10%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	90.01%	91.19%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.54%	95.36%
CHEMBL299	P17252	Protein kinase C alpha	88.85%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.36%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.27%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	87.52%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	85.96%	92.98%
CHEMBL204	P00734	Thrombin	85.82%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.70%	96.77%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.66%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.71%	95.58%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.50%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.46%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.40%	97.28%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.06%	94.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.86%	89.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.54%	93.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.01%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.00%	92.78%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.83%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.81%	91.07%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.45%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	81.07%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.05%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	80.37%	89.63%

Plants that contains it

• Delphinium occidentale

Cross-Links

• PubChem: 101341143
• LOTUS: LTS0261176
• wikiData: Q104990199