(1S,2R,3S,7R,10S,11S,13S,14R)-2-[(3S)-3-[(1R,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-hydroxypropyl]-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-11-ol

Details

• Internal ID: 0065bc44-d3ba-4947-9f34-3bdd5d2356c8
• Taxonomy: Alkaloids and derivatives > Daphniphylline-type alkaloids
• IUPAC Name: (1S,2R,3S,7R,10S,11S,13S,14R)-2-[(3S)-3-[(1R,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-hydroxypropyl]-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-11-ol
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3O)CCC(C6(COC7(CCC6O7)C)C)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@]45CCC[C@H]4[C@]2([C@H]1N5[C@H]3O)CC[C@@H]([C@@]6(CO[C@]7(CC[C@@H]6O7)C)C)O)C
• InChI: InChI=1S/C30H49NO4/c1-18(2)19-8-13-27(4)20-9-15-29-12-6-7-21(29)30(27,24(19)31(29)25(20)33)16-10-22(32)26(3)17-34-28(5)14-11-23(26)35-28/h18-25,32-33H,6-17H2,1-5H3/t19-,20-,21-,22+,23+,24+,25+,26+,27+,28-,29-,30+/m1/s1
• InChI Key: MMXDBXRABWBMKT-MOMAAWNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₉NO₄
• Molecular Weight: 487.70 g/mol
• Exact Mass: 487.36615904 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9316	93.16%
Caco-2	-	0.6963	69.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4794	47.94%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5449	54.49%
P-glycoprotein inhibitior	-	0.6478	64.78%
P-glycoprotein substrate	+	0.5816	58.16%
CYP3A4 substrate	+	0.6926	69.26%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.7527	75.27%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8945	89.45%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9218	92.18%
CYP2C8 inhibition	+	0.5196	51.96%
CYP inhibitory promiscuity	-	0.9260	92.60%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8668	86.68%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5693	56.93%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7753	77.53%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	+	0.7693	76.93%
Androgen receptor binding	+	0.7635	76.35%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.6812	68.12%
Aromatase binding	+	0.6973	69.73%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8068	80.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.53%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.31%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.65%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.91%	85.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	90.60%	97.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.92%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.84%	95.58%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.66%	96.31%
CHEMBL3837	P07711	Cathepsin L	87.18%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.97%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.78%	97.47%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.61%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.36%	91.03%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.97%	94.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.84%	96.61%
CHEMBL4072	P07858	Cathepsin B	85.72%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.81%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.51%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	84.20%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.09%	98.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.00%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.40%	92.86%
CHEMBL238	Q01959	Dopamine transporter	83.34%	95.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.78%	93.04%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.67%	95.34%
CHEMBL233	P35372	Mu opioid receptor	82.56%	97.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.17%	90.71%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.17%	94.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.12%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.68%	94.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.55%	98.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.13%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.94%	96.47%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.87%	88.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.33%	100.00%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 163105059
• LOTUS: LTS0213673
• wikiData: Q105168165