[(1S,2S,5S,7R,8S)-7-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate

Details

• Internal ID: 1ed6fb59-f7fe-45c3-9975-54f5fb423f2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,5S,7R,8S)-7-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@]45CCC[C@H]4[C@]2([C@H]1N5C3)CC[C@@H]6[C@@]7(CC[C@@H]([C@]6([C@@H](O7)O)C)OC(=O)C)C)C
• InChI: InChI=1S/C32H51NO4/c1-19(2)22-10-14-28(4)21-9-16-31-13-7-8-24(31)32(28,26(22)33(31)18-21)17-11-23-29(5)15-12-25(36-20(3)34)30(23,6)27(35)37-29/h19,21-27,35H,7-18H2,1-6H3/t21-,22-,23-,24-,25+,26+,27-,28+,29+,30+,31-,32+/m1/s1
• InChI Key: QCDMEBFUPVLRNE-LFFVKBCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₁NO₄
• Molecular Weight: 513.80 g/mol
• Exact Mass: 513.38180911 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.93
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8015	80.15%
Caco-2	-	0.7042	70.42%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4824	48.24%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7387	73.87%
P-glycoprotein inhibitior	-	0.5850	58.50%
P-glycoprotein substrate	+	0.5280	52.80%
CYP3A4 substrate	+	0.7073	70.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9127	91.27%
CYP2D6 inhibition	-	0.8921	89.21%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.5364	53.64%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6311	63.11%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	+	0.5426	54.26%
Human Ether-a-go-go-Related Gene inhibition	-	0.6401	64.01%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6590	65.90%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6431	64.31%
Acute Oral Toxicity (c)	III	0.6836	68.36%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.5444	54.44%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	+	0.7993	79.93%
PPAR gamma	+	0.6902	69.02%
Honey bee toxicity	-	0.7649	76.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8835	88.35%

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	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.58%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.86%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.97%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.77%	91.19%
CHEMBL204	P00734	Thrombin	87.19%	96.01%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.97%	97.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.80%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.67%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.96%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.93%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.75%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.13%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.03%	96.95%
CHEMBL237	P41145	Kappa opioid receptor	83.94%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL4072	P07858	Cathepsin B	83.71%	93.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.28%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.72%	95.38%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.53%	99.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.31%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.31%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.64%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.57%	97.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.30%	96.61%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	81.15%	96.28%
CHEMBL1871	P10275	Androgen Receptor	81.08%	96.43%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.95%	95.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.91%	97.28%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.82%	97.50%
CHEMBL233	P35372	Mu opioid receptor	80.28%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%

Plants that contains it

• Daphniphyllum macropodum
• Daphniphyllum pentandrum

Cross-Links

• PubChem: 163051524
• LOTUS: LTS0220922
• wikiData: Q105218167