5-Methyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadec-6-ene-13,17-diol

Details

• Internal ID: d165ccee-0a61-4dfc-a84f-973c7fafafdf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 5-methyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadec-6-ene-13,17-diol
• SMILES (Canonical): CC12CCCC34C1(CCC56C3CC(CC5C4N=C2)C(=C)C6O)O
• SMILES (Isomeric): CC12CCCC34C1(CCC56C3CC(CC5C4N=C2)C(=C)C6O)O
• InChI: InChI=1S/C20H27NO2/c1-11-12-8-13-15-19-5-3-4-17(2,10-21-15)20(19,23)7-6-18(13,16(11)22)14(19)9-12/h10,12-16,22-23H,1,3-9H2,2H3
• InChI Key: KTNFGMKTBBPQCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₂
• Molecular Weight: 313.40 g/mol
• Exact Mass: 313.204179104 g/mol
• Topological Polar Surface Area (TPSA): 52.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.5336	53.36%
Blood Brain Barrier	+	0.5879	58.79%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4166	41.66%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6538	65.38%
P-glycoprotein inhibitior	-	0.9180	91.80%
P-glycoprotein substrate	-	0.5867	58.67%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7721	77.21%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.8172	81.72%
CYP2C19 inhibition	-	0.6780	67.80%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	-	0.6519	65.19%
CYP2C8 inhibition	-	0.5717	57.17%
CYP inhibitory promiscuity	-	0.7837	78.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5103	51.03%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9504	95.04%
Skin irritation	-	0.6667	66.67%
Skin corrosion	-	0.8995	89.95%
Ames mutagenesis	-	0.6428	64.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5967	59.67%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6002	60.02%
skin sensitisation	-	0.7324	73.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8116	81.16%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.7812	78.12%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	-	0.6607	66.07%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5932	59.32%
Fish aquatic toxicity	+	0.8688	86.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	92.74%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.94%	82.69%
CHEMBL238	Q01959	Dopamine transporter	86.55%	95.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.85%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	84.87%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.63%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.05%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.18%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.44%	92.94%
CHEMBL2581	P07339	Cathepsin D	81.22%	98.95%

Plants that contains it

• Aconitum naviculare

Cross-Links

• PubChem: 74396940
• LOTUS: LTS0133027
• wikiData: Q105145877