3-ethenyl-4-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

Details

• Internal ID: 4aa4af28-66a5-4d6f-884e-9e1eb5f4bb97
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 3-ethenyl-4-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
• SMILES (Canonical): C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC3C4=C(CCN3)C5=CC=CC=C5N4
• SMILES (Isomeric): C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC3C4=C(CCN3)C5=CC=CC=C5N4
• InChI: InChI=1S/C26H32N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-6,11-12,15,18-19,21-23,25-32H,1,7-10H2,(H,33,34)
• InChI Key: CMMIVMFGFIBAGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂N₂O₉
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.21078060 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8398	83.98%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4245	42.45%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.7873	78.73%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9420	94.20%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7221	72.21%
P-glycoprotein inhibitior	-	0.5699	56.99%
P-glycoprotein substrate	-	0.6281	62.81%
CYP3A4 substrate	+	0.6777	67.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	-	0.6173	61.73%
CYP2C8 inhibition	+	0.6500	65.00%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9547	95.47%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5823	58.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.8111	81.11%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6801	68.01%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.7017	70.17%
Thyroid receptor binding	+	0.5818	58.18%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7479	74.79%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8009	80.09%

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	98.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.86%	91.49%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.33%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.93%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.49%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	88.71%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.63%	94.08%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL5028	O14672	ADAM10	85.96%	97.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.61%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.13%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.52%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.26%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.80%	93.00%

Plants that contains it

• Camptotheca acuminata
• Chimarrhis turbinata
• Hunteria umbellata
• Hunteria zeylanica
• Ophiorrhiza filistipula
• Palicourea coriacea
• Stenostomum acreanum
• Strychnos axillaris

Cross-Links

• PubChem: 73806906
• LOTUS: LTS0051389
• wikiData: Q103817867