Variegatine

Details

• Internal ID: f0c93bf8-3a85-4c73-b2cd-f4ead4e26ff7
• 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-3,16-dione
• SMILES (Canonical): CC12CC(=O)CC34C1C(=O)CC56C3CC(CC5C4N(C2)C)C(=C)C6
• SMILES (Isomeric): CC12CC(=O)CC34C1C(=O)CC56C3CC(CC5C4N(C2)C)C(=C)C6
• InChI: InChI=1S/C21H27NO2/c1-11-6-20-9-15(24)17-19(2)7-13(23)8-21(17)16(20)5-12(11)4-14(20)18(21)22(3)10-19/h12,14,16-18H,1,4-10H2,2-3H3
• InChI Key: XSVCVUWEQFJJRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₇NO₂
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.204179104 g/mol
• Topological Polar Surface Area (TPSA): 37.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.85
• 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	+	0.9665	96.65%
Caco-2	+	0.7673	76.73%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5540	55.40%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7215	72.15%
P-glycoprotein inhibitior	-	0.7856	78.56%
P-glycoprotein substrate	-	0.5705	57.05%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3776	37.76%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.7728	77.28%
CYP2D6 inhibition	-	0.7741	77.41%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.8552	85.52%
CYP inhibitory promiscuity	-	0.7863	78.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5409	54.09%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.8771	87.71%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5563	55.63%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.6592	65.92%
Androgen receptor binding	+	0.6808	68.08%
Thyroid receptor binding	+	0.6402	64.02%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.6730	67.30%
PPAR gamma	-	0.7231	72.31%
Honey bee toxicity	-	0.7735	77.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.7541	75.41%

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	99.21%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.02%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.79%	93.40%
CHEMBL228	P31645	Serotonin transporter	86.47%	95.51%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.40%	82.69%
CHEMBL4072	P07858	Cathepsin B	84.91%	93.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.89%	96.38%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL222	P23975	Norepinephrine transporter	80.70%	96.06%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 73804020
• NPASS: NPC191263
• LOTUS: LTS0038314
• wikiData: Q105341277