5-Methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-3,15,19-triol

Details

• Internal ID: 46c083ec-a2cb-4dec-8758-562206ee354a
• 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-3,15,19-triol
• SMILES (Canonical): CC12CC(CC34C1C5C(C67C3C(C(CC6C4N5C2)C(=C)C7)O)O)O
• SMILES (Isomeric): CC12CC(CC34C1C5C(C67C3C(C(CC6C4N5C2)C(=C)C7)O)O)O
• InChI: InChI=1S/C20H27NO3/c1-8-4-19-11-3-10(8)13(23)15(19)20-6-9(22)5-18(2)7-21(16(11)20)12(14(18)20)17(19)24/h9-17,22-24H,1,3-7H2,2H3
• InChI Key: HIAOMDIINBQPTJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₃
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.19909372 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.5725	57.25%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4301	43.01%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8195	81.95%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.6128	61.28%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4643	46.43%
CYP3A4 inhibition	-	0.9334	93.34%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.7467	74.67%
CYP2D6 inhibition	-	0.7783	77.83%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	-	0.6536	65.36%
CYP inhibitory promiscuity	-	0.7926	79.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5293	52.93%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.7488	74.88%
Skin corrosion	-	0.8900	89.00%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4030	40.30%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.7930	79.30%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.6935	69.35%
Glucocorticoid receptor binding	+	0.7646	76.46%
Aromatase binding	+	0.6333	63.33%
PPAR gamma	-	0.5070	50.70%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7979	79.79%

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	95.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.02%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.26%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.31%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.57%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.85%	95.58%

Plants that contains it

• Delphinium souliei

Cross-Links

• PubChem: 163104267
• LOTUS: LTS0035239
• wikiData: Q105028728