10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

Details

• Internal ID: 50e52770-72f5-47b2-a365-4e5976eb5361
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CCC78C6(CC(C9(C7CC(CC9)(C)C=O)CO8)O)C)C)C)CO)O)OC1C(C(C(C(O1)CO)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@H]([C@H](O[C@H]3OC4CCC5(C(C4(C)C)CCC6(C5CCC78C6(CC(C9(C7CC(CC9)(C)C=O)CO8)O)C)C)C)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C54H88O23/c1-23-32(60)36(64)39(67)44(70-23)76-42-38(66)34(62)25(19-56)72-46(42)77-43-41(75-45-40(68)37(65)33(61)24(18-55)71-45)35(63)26(20-57)73-47(43)74-31-10-11-50(5)27(48(31,2)3)8-12-51(6)28(50)9-13-54-29-16-49(4,21-58)14-15-53(29,22-69-54)30(59)17-52(51,54)7/h21,23-47,55-57,59-68H,8-20,22H2,1-7H3/t23-,24+,25+,26+,27?,28?,29?,30?,31?,32+,33+,34+,35-,36+,37-,38-,39+,40+,41-,42+,43+,44-,45-,46-,47-,49?,50?,51?,52?,53?,54?/m0/s1
• InChI Key: PUNXWVNJOCAGCC-BRWJMLTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₃
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.57163905 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8085	80.85%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7936	79.36%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.5289	52.89%
CYP3A4 substrate	+	0.7354	73.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.6710	67.10%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7859	78.59%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7920	79.20%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6789	67.89%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	-	0.5070	50.70%
Glucocorticoid receptor binding	+	0.7226	72.26%
Aromatase binding	+	0.6417	64.17%
PPAR gamma	+	0.7784	77.84%
Honey bee toxicity	-	0.5835	58.35%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.8764	87.64%

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	96.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.70%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	90.22%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.44%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.18%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.18%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.13%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.90%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.17%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.80%	89.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.08%	97.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.69%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.38%	94.75%
CHEMBL233	P35372	Mu opioid receptor	82.27%	97.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.55%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.35%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.92%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Cissampelos pareira

Cross-Links

• PubChem: 11968824
• NPASS: NPC10419