4-[2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl]-1-[[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-9H-pyrido[3,4-b]indole-3-carboxylic acid

Details

• Internal ID: 98e12bde-2ef8-4410-ab44-da2a3048db92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4-[2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl]-1-[[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-9H-pyrido[3,4-b]indole-3-carboxylic acid
• SMILES (Canonical): COC(=O)C1=COC(C(C1CCC2=C3C4=CC=CC=C4NC3=C(N=C2C(=O)O)CC5C(C(OC=C5C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)C=C)C=C)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CCC2=C3C4=CC=CC=C4NC3=C(N=C2C(=O)O)C[C@H]5[C@H]([C@@H](OC=C5C(=O)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=C)C=C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C45H54N2O20/c1-5-18-20(24(40(58)60-3)16-62-42(18)66-44-37(54)35(52)33(50)28(14-48)64-44)11-12-22-30-21-9-7-8-10-26(21)46-32(30)27(47-31(22)39(56)57)13-23-19(6-2)43(63-17-25(23)41(59)61-4)67-45-38(55)36(53)34(51)29(15-49)65-45/h5-10,16-20,23,28-29,33-38,42-46,48-55H,1-2,11-15H2,3-4H3,(H,56,57)/t18-,19-,20+,23+,28-,29-,33-,34-,35+,36+,37-,38-,42+,43+,44+,45+/m1/s1
• InChI Key: CKFYUMFIMANAFG-FHJDFINKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₄N₂O₂₀
• Molecular Weight: 942.90 g/mol
• Exact Mass: 942.32699212 g/mol
• Topological Polar Surface Area (TPSA): 336.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6464	64.64%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4316	43.16%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.7687	76.87%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9248	92.48%
P-glycoprotein inhibitior	+	0.7371	73.71%
P-glycoprotein substrate	+	0.6026	60.26%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.6867	68.67%
CYP2C19 inhibition	-	0.7246	72.46%
CYP2D6 inhibition	-	0.8450	84.50%
CYP1A2 inhibition	-	0.6217	62.17%
CYP2C8 inhibition	+	0.8658	86.58%
CYP inhibitory promiscuity	-	0.6237	62.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7821	78.21%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	+	0.5877	58.77%
Human Ether-a-go-go-Related Gene inhibition	+	0.7853	78.53%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5538	55.38%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5360	53.60%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	+	0.6591	65.91%
Aromatase binding	+	0.5489	54.89%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.3930	39.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.43%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.16%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.05%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.29%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.69%	92.62%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.43%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.80%	94.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.84%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.34%	95.50%
CHEMBL5028	O14672	ADAM10	82.13%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.87%	94.23%
CHEMBL1781	P11387	DNA topoisomerase I	81.81%	97.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.10%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.69%	95.56%

Plants that contains it

• Neonauclea sessilifolia

Cross-Links

• PubChem: 21577865
• LOTUS: LTS0246783
• wikiData: Q104962291