5,7-Dimethyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecane-6,16,19-trione

Details

• Internal ID: ff318245-dcf4-4381-a3e8-cee444b96f5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 5,7-dimethyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecane-6,16,19-trione
• SMILES (Canonical): CC12CCCC34C1C(=O)CC56C3C(=O)C(CC5C4N(C2=O)C)C(=C)C6
• SMILES (Isomeric): CC12CCCC34C1C(=O)CC56C3C(=O)C(CC5C4N(C2=O)C)C(=C)C6
• InChI: InChI=1S/C21H25NO3/c1-10-8-20-9-13(23)15-19(2)5-4-6-21(15)16(20)14(24)11(10)7-12(20)17(21)22(3)18(19)25/h11-12,15-17H,1,4-9H2,2-3H3
• InChI Key: YLHNZWYZUIPWIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₃
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.18344366 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.7919	79.19%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4786	47.86%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5072	50.72%
BSEP inhibitior	-	0.7734	77.34%
P-glycoprotein inhibitior	-	0.7603	76.03%
P-glycoprotein substrate	-	0.6380	63.80%
CYP3A4 substrate	+	0.6520	65.20%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	-	0.6292	62.92%
CYP2C19 inhibition	-	0.6340	63.40%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.6908	69.08%
CYP2C8 inhibition	-	0.7849	78.49%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.7262	72.62%
Skin corrosion	-	0.8883	88.83%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4190	41.90%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5411	54.11%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6409	64.09%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	+	0.7835	78.35%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	+	0.6737	67.37%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.5823	58.23%
PPAR gamma	-	0.6178	61.78%
Honey bee toxicity	-	0.7314	73.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9275	92.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL238	Q01959	Dopamine transporter	90.99%	95.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.01%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.70%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.95%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.84%	93.04%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.23%	94.42%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.17%	95.71%
CHEMBL228	P31645	Serotonin transporter	81.16%	95.51%

Plants that contains it

• Delphinium carduchorum

Cross-Links

• PubChem: 162993054
• LOTUS: LTS0146455
• wikiData: Q105350131