(1S,2R,4R,6R,7R,10R,11S,17R)-11-methyl-5-methylidene-16-oxa-13-azahexacyclo[9.6.3.24,7.01,10.02,7.013,17]docosan-6-ol

Details

• Internal ID: f4b80b35-d187-43f9-b3f5-a917dcc00c17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1S,2R,4R,6R,7R,10R,11S,17R)-11-methyl-5-methylidene-16-oxa-13-azahexacyclo[9.6.3.24,7.01,10.02,7.013,17]docosan-6-ol
• SMILES (Canonical): CC12CCCC3(C1CCC45C3CC(CC4)C(=C)C5O)C6N(C2)CCO6
• SMILES (Isomeric): C[C@]12CCC[C@@]3([C@@H]1CC[C@@]45[C@H]3C[C@@H](CC4)C(=C)[C@H]5O)[C@@H]6N(C2)CCO6
• InChI: InChI=1S/C22H33NO2/c1-14-15-4-8-21(18(14)24)9-5-16-20(2)6-3-7-22(16,17(21)12-15)19-23(13-20)10-11-25-19/h15-19,24H,1,3-13H2,2H3/t15-,16-,17-,18-,19-,20-,21-,22+/m1/s1
• InChI Key: KWVIBDAKHDJCNY-JTQPAYLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₂
• Molecular Weight: 343.50 g/mol
• Exact Mass: 343.251129295 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.6826	68.26%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3756	37.56%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6121	61.21%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.6418	64.18%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7366	73.66%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.7645	76.45%
CYP2D6 inhibition	-	0.8489	84.89%
CYP1A2 inhibition	-	0.8871	88.71%
CYP2C8 inhibition	+	0.4724	47.24%
CYP inhibitory promiscuity	-	0.9068	90.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4984	49.84%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8048	80.48%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.8291	82.91%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	-	0.8178	81.78%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6542	65.42%
Acute Oral Toxicity (c)	III	0.5682	56.82%
Estrogen receptor binding	+	0.6505	65.05%
Androgen receptor binding	+	0.6571	65.71%
Thyroid receptor binding	+	0.6411	64.11%
Glucocorticoid receptor binding	+	0.7104	71.04%
Aromatase binding	+	0.5580	55.80%
PPAR gamma	-	0.5227	52.27%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7103	71.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.51%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.30%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.40%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL238	Q01959	Dopamine transporter	90.93%	95.88%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	89.38%	98.46%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.95%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.64%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	88.11%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.52%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.19%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.60%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.31%	82.69%
CHEMBL3012	Q13946	Phosphodiesterase 7A	83.30%	99.29%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.16%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.40%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.99%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.79%	98.33%

Plants that contains it

• Aconitum heterophyllum
• Aconitum naviculare
• Aconitum seravschanicum
• Aconitum tanguticum

Cross-Links

• PubChem: 162923620
• LOTUS: LTS0056096
• wikiData: Q105147131