[(1R,5R,8R,9R,11S,13R,14R,17R,18S,19R)-11,16,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-13-yl] 2-methylpropanoate

Details

• Internal ID: 78d6a58e-5715-4b63-8f60-e6253863a96e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,5R,8R,9R,11S,13R,14R,17R,18S,19R)-11,16,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-13-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C(=C)C2(CC3C14CC5(C6C7(CCCC6(C4C2O)C3N5C7)C)O)O
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1C(=C)[C@]2(C[C@@H]3[C@@]14CC5([C@@H]6[C@]7(CCC[C@]6([C@@H]4[C@H]2O)[C@@H]3N5C7)C)O)O
• InChI: InChI=1S/C24H33NO5/c1-11(2)18(27)30-17-12(3)23(28)8-13-15-21-7-5-6-20(4)10-25(15)24(29,19(20)21)9-22(13,17)14(21)16(23)26/h11,13-17,19,26,28-29H,3,5-10H2,1-2,4H3/t13-,14-,15+,16+,17-,19+,20-,21-,22+,23-,24?/m0/s1
• InChI Key: XSDJVVZNKHIOBC-VQEHRXFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₃NO₅
• Molecular Weight: 415.50 g/mol
• Exact Mass: 415.23587315 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9101	91.01%
Caco-2	-	0.5865	58.65%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6016	60.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8057	80.57%
P-glycoprotein inhibitior	-	0.7087	70.87%
P-glycoprotein substrate	-	0.6421	64.21%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.8601	86.01%
CYP2C8 inhibition	-	0.7083	70.83%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5360	53.60%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5291	52.91%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7802	78.02%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.6724	67.24%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	+	0.6046	60.46%
Glucocorticoid receptor binding	+	0.7101	71.01%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.6209	62.09%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9736	97.36%

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	98.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.29%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.33%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	89.78%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.51%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	87.83%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.95%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.03%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.26%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.26%	98.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.99%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.65%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.18%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.17%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.28%	92.62%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

• Delphinium verdunense

Cross-Links

• PubChem: 11970105
• LOTUS: LTS0188774
• wikiData: Q105340975