[(10S,11S,12S)-12-acetyloxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 3e8d7436-075a-4065-acdf-e19cdf72a51f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(10S,11S,12S)-12-acetyloxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1CC2C3CCCN4C3(C1)C(CCC4)C(C2OC(=O)C)OC(=O)C=CC5=CC(=C(C=C5)OC)OC
• SMILES (Isomeric): CC1CC2[C@@H]([C@H]([C@H]3CCCN4C3(C1)C2CCC4)OC(=O)/C=C/C5=CC(=C(C=C5)OC)OC)OC(=O)C
• InChI: InChI=1S/C29H39NO6/c1-18-15-21-22-7-5-13-30-14-6-8-23(29(22,30)17-18)28(27(21)35-19(2)31)36-26(32)12-10-20-9-11-24(33-3)25(16-20)34-4/h9-12,16,18,21-23,27-28H,5-8,13-15,17H2,1-4H3/b12-10+/t18?,21?,22?,23-,27+,28+,29?/m1/s1
• InChI Key: YXTDBFCJIWOCAS-JEUXHMQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₉NO₆
• Molecular Weight: 497.60 g/mol
• Exact Mass: 497.27773796 g/mol
• Topological Polar Surface Area (TPSA): 74.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9200	92.00%
Caco-2	-	0.6403	64.03%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7475	74.75%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9220	92.20%
P-glycoprotein inhibitior	+	0.8984	89.84%
P-glycoprotein substrate	-	0.5153	51.53%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7307	73.07%
CYP3A4 inhibition	-	0.6317	63.17%
CYP2C9 inhibition	-	0.8163	81.63%
CYP2C19 inhibition	-	0.7967	79.67%
CYP2D6 inhibition	-	0.6233	62.33%
CYP1A2 inhibition	-	0.6908	69.08%
CYP2C8 inhibition	+	0.6647	66.47%
CYP inhibitory promiscuity	-	0.8639	86.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5238	52.38%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9583	95.83%
Skin irritation	-	0.7715	77.15%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9004	90.04%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5731	57.31%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9007	90.07%
Acute Oral Toxicity (c)	III	0.7344	73.44%
Estrogen receptor binding	+	0.7424	74.24%
Androgen receptor binding	+	0.7281	72.81%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.6149	61.49%
Aromatase binding	+	0.5628	56.28%
PPAR gamma	+	0.5229	52.29%
Honey bee toxicity	-	0.8322	83.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5693	56.93%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.98%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.00%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.51%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.96%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.44%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.99%	89.00%
CHEMBL4208	P20618	Proteasome component C5	91.56%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.80%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.67%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.13%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL3474	P14555	Phospholipase A2 group IIA	83.30%	94.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.50%	91.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.25%	93.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.21%	83.65%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.16%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.90%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.68%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.31%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	80.56%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.48%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.05%	94.78%

Plants that contains it

• Huperzia miyoshiana

Cross-Links

• PubChem: 101180879
• LOTUS: LTS0110903
• wikiData: Q105368133