5-Methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecane-2,3,6,18,19-pentol

Details

• Internal ID: f613c697-d993-4c9c-ba52-37b968650796
• 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-2,3,6,18,19-pentol
• SMILES (Canonical): CC12CC(C(C34C1C5CC67C3(C(C(CC6C4N5C2O)C(=C)C7)O)O)O)O
• SMILES (Isomeric): CC12CC(C(C34C1C5CC67C3(C(C(CC6C4N5C2O)C(=C)C7)O)O)O)O
• InChI: InChI=1S/C20H27NO5/c1-7-4-18-5-10-12-17(2)6-11(22)15(24)19(12)13(21(10)16(17)25)9(18)3-8(7)14(23)20(18,19)26/h8-16,22-26H,1,3-6H2,2H3
• InChI Key: HYKNIVFBYDPFLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₅
• Molecular Weight: 361.40 g/mol
• Exact Mass: 361.18892296 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	-	0.7596	75.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3808	38.08%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8706	87.06%
P-glycoprotein inhibitior	-	0.8974	89.74%
P-glycoprotein substrate	-	0.5809	58.09%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.9698	96.98%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.8020	80.20%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	-	0.6242	62.42%
CYP inhibitory promiscuity	-	0.8981	89.81%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4846	48.46%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.7392	73.92%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5169	51.69%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5185	51.85%
Acute Oral Toxicity (c)	III	0.4684	46.84%
Estrogen receptor binding	+	0.6451	64.51%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.6637	66.37%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	+	0.6585	65.85%
PPAR gamma	+	0.5990	59.90%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8325	83.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.20%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.53%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.92%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.02%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163000493
• LOTUS: LTS0094293
• wikiData: Q105035354