(1R,2R,7R,8S,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-one

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	cf0137af-8589-4ecb-a46e-9e942ea16224
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids > Napelline-type diterpenoid alkaloids
IUPAC Name	(1R,2R,7R,8S,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-one
SMILES (Canonical)	CCN1CC2(CCC(C34C2CC(C31)C56C4CC(=O)C(C5)C(=C)C6O)O)C
SMILES (Isomeric)	CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@@]56[C@H]4CC(=O)C(C5)C(=C)[C@H]6O)O)C
InChI	InChI=1S/C22H31NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-13,15-19,25-26H,2,4-10H2,1,3H3/t12?,13-,15+,16+,17-,18+,19+,20-,21+,22-/m0/s1
InChI Key	CBOSLVQFGANWTL-NNPHXHKDSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₃₁NO₃
Molecular Weight	357.50 g/mol
Exact Mass	357.23039385 g/mol
Topological Polar Surface Area (TPSA)	60.80 Å²
XlogP	1.10
Atomic LogP (AlogP)	2.00
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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There are no found synonyms.

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	+	0.9722	97.22%
Caco-2	+	0.5762	57.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4451	44.51%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7976	79.76%
P-glycoprotein inhibitior	-	0.8552	85.52%
P-glycoprotein substrate	-	0.5372	53.72%
CYP3A4 substrate	+	0.6432	64.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3944	39.44%
CYP3A4 inhibition	-	0.7766	77.66%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	-	0.6366	63.66%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5483	54.83%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8650	86.50%
Skin irritation	-	0.7326	73.26%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5521	55.21%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8134	81.34%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	+	0.6722	67.22%
Glucocorticoid receptor binding	+	0.8444	84.44%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	-	0.5123	51.23%
Honey bee toxicity	-	0.8108	81.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9429	94.29%

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	97.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.34%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL1871	P10275	Androgen Receptor	91.24%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.54%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.68%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.31%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.14%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.06%	96.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.88%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.74%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.19%	90.24%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	83.01%	95.42%
CHEMBL217	P14416	Dopamine D2 receptor	82.22%	95.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.04%	91.24%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.29%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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