Carmicheline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	18a25277-e91a-42da-a93b-eb1701dc5bd8
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name	(1S,2R,3R,4S,5S,6S,8S,9S,13R,16S,17R)-11-ethyl-6-methoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
SMILES (Canonical)	CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6O)OC)O)O)C
SMILES (Isomeric)	CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H](C31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)O)O)C
InChI	InChI=1S/C22H35NO4/c1-4-23-10-20(2)6-5-16(24)22-12-7-11-14(27-3)9-21(26,17(12)18(11)25)13(19(22)23)8-15(20)22/h11-19,24-26H,4-10H2,1-3H3/t11-,12-,13+,14+,15-,16+,17-,18+,19?,20+,21+,22-/m1/s1
InChI Key	HKQZUYOVMYOFIT-VHNBHZRZSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₃₅NO₄
Molecular Weight	377.50 g/mol
Exact Mass	377.25660860 g/mol
Topological Polar Surface Area (TPSA)	73.20 Å²
XlogP	1.10
Atomic LogP (AlogP)	1.25
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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Carmicheline

Karacoline

Carmichaeline

39089-30-0

Aconitane-1,8,14-triol, 20-ethyl-16-methoxy-4-methyl-, (1-alpha,14-alpha,16-beta)-

20-ethyl-16beta-methoxy-4-methylaconitane-1alpha,8,14alpha-triol

CHEBI:6113

DTXSID20959905

C08693

Q27107081

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8105	81.05%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.7486	74.86%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5793	57.93%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	+	0.5819	58.19%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9534	95.34%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9236	92.36%
CYP2C8 inhibition	-	0.5570	55.70%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6795	67.95%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8416	84.16%
Acute Oral Toxicity (c)	III	0.4877	48.77%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.6701	67.01%
Thyroid receptor binding	+	0.7255	72.55%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	-	0.5377	53.77%
Honey bee toxicity	-	0.7275	72.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.6509	65.09%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.17%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.97%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.77%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.58%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.43%	90.17%
CHEMBL204	P00734	Thrombin	93.46%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.65%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.24%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.57%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.54%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.15%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.31%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.87%	98.99%
CHEMBL226	P30542	Adenosine A1 receptor	87.75%	95.93%
CHEMBL1871	P10275	Androgen Receptor	87.74%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.69%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.60%	94.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.55%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.89%	90.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.35%	95.36%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.91%	92.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.33%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.15%	95.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.97%	82.38%
CHEMBL259	P32245	Melanocortin receptor 4	80.93%	95.38%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.74%	97.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.56%	94.33%
CHEMBL228	P31645	Serotonin transporter	80.21%	95.51%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum carmichaelii

Aconitum japonicum

Aconitum japonicum subsp. subcuneatum

Aconitum napellus subsp. lusitanicum

Aconitum sachalinense subsp. yezoense