[(1S,3S,5S,8S,9R,10R,11R,14R,16S,17R,18S,19S)-10-acetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] 2-methylpropanoate

Details

• Internal ID: a2b33141-6bf7-4bac-bcd5-2d17b68af4f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1S,3S,5S,8S,9R,10R,11R,14R,16S,17R,18S,19S)-10-acetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1CC2(CN3C4C2C5(C1)C3C6(C(C7C(C5C6(C4)CC7=C)O)OC(=O)C)O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1C[C@@]2(CN3[C@@H]4[C@H]2[C@]5(C1)[C@H]3[C@]6([C@@H]([C@H]7[C@H]([C@@H]5[C@]6(C4)CC7=C)O)OC(=O)C)O)C
• InChI: InChI=1S/C26H35NO6/c1-11(2)21(30)33-14-7-23(5)10-27-15-9-24-6-12(3)16-17(29)19(24)25(8-14,18(15)23)22(27)26(24,31)20(16)32-13(4)28/h11,14-20,22,29,31H,3,6-10H2,1-2,4-5H3/t14-,15-,16+,17+,18+,19+,20+,22-,23+,24+,25-,26-/m0/s1
• InChI Key: OMIRUNLROKSDCZ-LREJKNIPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₅NO₆
• Molecular Weight: 457.60 g/mol
• Exact Mass: 457.24643784 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8258	82.58%
Caco-2	-	0.6836	68.36%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6677	66.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8350	83.50%
P-glycoprotein inhibitior	-	0.5931	59.31%
P-glycoprotein substrate	+	0.5114	51.14%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7425	74.25%
CYP3A4 inhibition	-	0.9481	94.81%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	-	0.6466	64.66%
CYP inhibitory promiscuity	-	0.8707	87.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4368	43.68%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.7355	73.55%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6044	60.44%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.7279	72.79%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.7700	77.00%
Androgen receptor binding	+	0.7131	71.31%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	+	0.6855	68.55%
Aromatase binding	+	0.7264	72.64%
PPAR gamma	+	0.6133	61.33%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	98.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.57%	96.77%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.90%	95.69%
CHEMBL340	P08684	Cytochrome P450 3A4	90.92%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	90.24%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.58%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.22%	95.71%
CHEMBL2581	P07339	Cathepsin D	85.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.98%	82.69%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.69%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.34%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.21%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.60%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.57%	85.14%

Plants that contains it

• Aconitum coreanum

Cross-Links

• PubChem: 162872185
• LOTUS: LTS0243419
• wikiData: Q105194341