[(1S,12R,13S,23S)-13,24-dimethyl-23-(2-oxopropyl)-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] acetate

Details

• Internal ID: 3da6d83b-cbc3-431a-999a-218b281e8de1
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Hexahydrobenzophenanthridine alkaloids
• IUPAC Name: [(1S,12R,13S,23S)-13,24-dimethyl-23-(2-oxopropyl)-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] acetate
• SMILES (Canonical): CC(=O)CC1C2=C(C=CC3=C2OCO3)C4(C(CC5=CC6=C(C=C5C4N1C)OCO6)OC(=O)C)C
• SMILES (Isomeric): CC(=O)C[C@H]1C2=C(C=CC3=C2OCO3)[C@@]4([C@@H](CC5=CC6=C(C=C5[C@@H]4N1C)OCO6)OC(=O)C)C
• InChI: InChI=1S/C26H27NO7/c1-13(28)7-18-23-17(5-6-19-24(23)33-12-30-19)26(3)22(34-14(2)29)9-15-8-20-21(32-11-31-20)10-16(15)25(26)27(18)4/h5-6,8,10,18,22,25H,7,9,11-12H2,1-4H3/t18-,22+,25-,26+/m0/s1
• InChI Key: QNWHWSOSMRYOOT-NZZVAQPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₇NO₇
• Molecular Weight: 465.50 g/mol
• Exact Mass: 465.17875220 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8930	89.30%
Caco-2	+	0.5746	57.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5588	55.88%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9638	96.38%
P-glycoprotein inhibitior	+	0.8940	89.40%
P-glycoprotein substrate	-	0.5557	55.57%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6855	68.55%
CYP3A4 inhibition	+	0.6509	65.09%
CYP2C9 inhibition	-	0.6671	66.71%
CYP2C19 inhibition	+	0.6115	61.15%
CYP2D6 inhibition	-	0.6612	66.12%
CYP1A2 inhibition	-	0.6308	63.08%
CYP2C8 inhibition	-	0.6578	65.78%
CYP inhibitory promiscuity	+	0.5745	57.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4520	45.20%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6870	68.70%
Estrogen receptor binding	+	0.8598	85.98%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	+	0.8495	84.95%
Aromatase binding	+	0.5855	58.55%
PPAR gamma	+	0.8052	80.52%
Honey bee toxicity	-	0.7811	78.11%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5952	59.52%
Fish aquatic toxicity	+	0.9156	91.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.43%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.14%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.67%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.51%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.99%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.38%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.55%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.53%	89.50%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.85%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.68%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%

Plants that contains it

• Corydalis taliensis

Cross-Links

• PubChem: 162945859
• LOTUS: LTS0040507
• wikiData: Q105224683