5-Methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-6,13,15,19-tetrol

Details

• Internal ID: ce47f931-c0dc-49eb-94b2-55c612cfe6ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
• IUPAC Name: 5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-6,13,15,19-tetrol
• SMILES (Canonical): CC12CCCC34C1C5C(C67C3C(C(CC6C4N5C2O)C(=C)C7O)O)O
• SMILES (Isomeric): CC12CCCC34C1C5C(C67C3C(C(CC6C4N5C2O)C(=C)C7O)O)O
• InChI: InChI=1S/C20H27NO4/c1-7-8-6-9-14-19-5-3-4-18(2)12(19)10(21(14)17(18)25)16(24)20(9,15(7)23)13(19)11(8)22/h8-17,22-25H,1,3-6H2,2H3
• InChI Key: YCUVPHFUDBEDGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₄
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.19400834 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9311	93.11%
Caco-2	-	0.6935	69.35%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.3767	37.67%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7393	73.93%
BSEP inhibitior	-	0.8389	83.89%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.6090	60.90%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7468	74.68%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.7378	73.78%
CYP2C19 inhibition	-	0.7325	73.25%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	-	0.7253	72.53%
CYP2C8 inhibition	+	0.4749	47.49%
CYP inhibitory promiscuity	-	0.5688	56.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5662	56.62%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9546	95.46%
Skin irritation	-	0.7244	72.44%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5661	56.61%
skin sensitisation	-	0.8276	82.76%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.4807	48.07%
Estrogen receptor binding	+	0.6890	68.90%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.6887	68.87%
Aromatase binding	+	0.6013	60.13%
PPAR gamma	+	0.5518	55.18%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8958	89.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.82%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.46%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.75%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.91%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.76%	94.45%
CHEMBL1871	P10275	Androgen Receptor	80.95%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	80.36%	95.93%

Plants that contains it

• Delphinium ternatum

Cross-Links

• PubChem: 163057504
• LOTUS: LTS0195117
• wikiData: Q105346510