10-[[3-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-18-hydroxy-6,10,14,15,20-pentamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosane-20-carboxylic acid

Details

• Internal ID: fa061c3a-6edf-46ef-b2fd-8ed31941243e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 10-[[3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-18-hydroxy-6,10,14,15,20-pentamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosane-20-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC4C3(CCC5(C46CCC5C(OC6=O)(C)C(=O)O)O)C)C)C)COC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(O9)CO)O)O
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CCC4C3(CCC5(C46CCC5C(OC6=O)(C)C(=O)O)O)C)C)C)COC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(O9)CO)O)O
• InChI: InChI=1S/C47H74O20/c1-41(20-62-38-35(66-37-33(55)29(51)22(18-49)64-37)32(54)30(52)23(65-38)19-61-36-34(56)31(53)28(50)21(17-48)63-36)11-6-12-42(2)24(41)9-13-43(3)25(42)7-8-26-44(43,4)15-16-47(60)27-10-14-46(26,47)40(59)67-45(27,5)39(57)58/h21-38,48-56,60H,6-20H2,1-5H3,(H,57,58)
• InChI Key: UMXDNJGFTPSFAF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₂₀
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.47734475 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4819	48.19%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6579	65.79%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	-	0.5608	56.08%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	+	0.6529	65.29%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6508	65.08%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7159	71.59%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7131	71.31%
skin sensitisation	-	0.9403	94.03%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6803	68.03%
Acute Oral Toxicity (c)	I	0.6977	69.77%
Estrogen receptor binding	+	0.7669	76.69%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	-	0.5374	53.74%
Glucocorticoid receptor binding	+	0.6785	67.85%
Aromatase binding	+	0.6150	61.50%
PPAR gamma	+	0.7466	74.66%
Honey bee toxicity	-	0.7594	75.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.8822	88.22%

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	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.12%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	91.01%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	90.98%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.01%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.75%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.21%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.91%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.70%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL5028	O14672	ADAM10	85.02%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.33%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.31%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.82%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.86%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.39%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.36%	91.07%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 85175793
• LOTUS: LTS0191828
• wikiData: Q105275802