[(1R,2R,4S,5S,7S,8S,12S,13S,18S,20R,21S)-4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.22,5.02,7.08,18.08,21.013,17]tricosan-20-yl] acetate

Details

• Internal ID: 8f641e40-cf86-4a54-bf6b-af80fec7a790
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,2R,4S,5S,7S,8S,12S,13S,18S,20R,21S)-4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.22,5.02,7.08,18.08,21.013,17]tricosan-20-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C3(CCCC24C5CC6CCC5(C1OC4N7C3OCC7)CC6(C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2[C@@]3(CCC[C@]24[C@H]5C[C@@H]6CC[C@@]5([C@H]1O[C@@H]4N7[C@H]3OCC7)C[C@]6(C)O)C
• InChI: InChI=1S/C24H35NO5/c1-13(26)29-16-17-21(2)6-4-7-24(17)15-11-14-5-8-23(15,12-22(14,3)27)18(16)30-20(24)25-9-10-28-19(21)25/h14-20,27H,4-12H2,1-3H3/t14-,15-,16+,17-,18-,19-,20-,21-,22-,23+,24-/m0/s1
• InChI Key: ZVGHBOHWOUTHNI-MEJYRWLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₅NO₅
• Molecular Weight: 417.50 g/mol
• Exact Mass: 417.25152322 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8977	89.77%
Caco-2	+	0.5133	51.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5214	52.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5788	57.88%
P-glycoprotein inhibitior	-	0.5970	59.70%
P-glycoprotein substrate	-	0.5383	53.83%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.9553	95.53%
CYP2C8 inhibition	+	0.4553	45.53%
CYP inhibitory promiscuity	-	0.8933	89.33%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5582	55.82%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6938	69.38%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6852	68.52%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5161	51.61%
Acute Oral Toxicity (c)	III	0.6542	65.42%
Estrogen receptor binding	+	0.8458	84.58%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.5194	51.94%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.6214	62.14%
PPAR gamma	+	0.6427	64.27%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	-	0.5214	52.14%

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	97.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.97%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.58%	82.69%
CHEMBL284	P27487	Dipeptidyl peptidase IV	94.84%	95.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.51%	96.38%
CHEMBL3474	P14555	Phospholipase A2 group IIA	89.32%	94.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.91%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.89%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.58%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	88.17%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.32%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.53%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	85.82%	92.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.66%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.60%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.34%	97.28%
CHEMBL5028	O14672	ADAM10	83.33%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.28%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.09%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.63%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.54%	94.33%
CHEMBL237	P41145	Kappa opioid receptor	81.33%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.87%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.64%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.48%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.45%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.36%	90.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.10%	97.50%

Plants that contains it

• Thalictrum javanicum

Cross-Links

• PubChem: 154497801
• LOTUS: LTS0234726
• wikiData: Q105384272