[(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-yl] (2S)-2-methylbutanoate

Details

• Internal ID: cc597a89-deb5-4d4a-b0ba-939939357223
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-21-acetyloxy-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2CC3(C1C4(CC2OC)C5(C(C6C37C5N(CC6(CCC7OC)C)CC)OC(=O)C)OCO4)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1[C@@H]2C[C@@]3([C@H]1[C@]4(C[C@@H]2OC)[C@]5([C@H]([C@H]6[C@]37[C@@H]5N(C[C@@]6(CC[C@@H]7OC)C)CC)OC(=O)C)OCO4)O
• InChI: InChI=1S/C31H47NO9/c1-8-16(3)25(34)41-21-18-12-28(35)22(21)29(13-19(18)36-6)31(39-15-38-29)24(40-17(4)33)23-27(5)11-10-20(37-7)30(23,28)26(31)32(9-2)14-27/h16,18-24,26,35H,8-15H2,1-7H3/t16-,18+,19-,20-,21-,22-,23+,24-,26-,27-,28-,29+,30+,31+/m0/s1
• InChI Key: LCGCCJQUIPIHIB-FQMULKLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₇NO₉
• Molecular Weight: 577.70 g/mol
• Exact Mass: 577.32508208 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6454	64.54%
Caco-2	-	0.7147	71.47%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6059	60.59%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9093	90.93%
P-glycoprotein inhibitior	+	0.5979	59.79%
P-glycoprotein substrate	+	0.5893	58.93%
CYP3A4 substrate	+	0.7205	72.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.7274	72.74%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8992	89.92%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.9183	91.83%
CYP2C8 inhibition	+	0.6166	61.66%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3669	36.69%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5546	55.46%
skin sensitisation	-	0.8654	86.54%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.4376	43.76%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	-	0.5052	50.52%
Glucocorticoid receptor binding	+	0.6056	60.56%
Aromatase binding	+	0.7176	71.76%
PPAR gamma	+	0.6617	66.17%
Honey bee toxicity	-	0.6997	69.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4576	45.76%

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	99.39%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.02%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.00%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.80%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.28%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.73%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.87%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.10%	91.11%
CHEMBL204	P00734	Thrombin	88.41%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.27%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.99%	89.50%
CHEMBL4040	P28482	MAP kinase ERK2	86.57%	83.82%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.23%	95.36%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.15%	82.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.81%	89.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.52%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.78%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	84.65%	92.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.65%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.58%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.26%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.91%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	82.26%	98.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.23%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.30%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.13%	93.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.39%	92.78%

Plants that contains it

• Delphinium barbeyi
• Delphinium occidentale

Cross-Links

• PubChem: 101665413
• LOTUS: LTS0080543
• wikiData: Q104393371