(1S,4S,5R,8R,10S,13R,14R,17S,18R)-4,5,9,9,13,20,20-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one

Details

• Internal ID: 36688d87-4324-4311-b247-3c0564f4d620
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,4S,5R,8R,10S,13R,14R,17S,18R)-4,5,9,9,13,20,20-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one
• SMILES (Canonical): CC1(CCC23CCC4(C5(CCC6C(C(CCC6(C5CCC4(C2C1)OC3=O)C)OC7C(C(C(C(O7)CO)O)O)O)(C)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(CC[C@@]6([C@H]4CC(CC6)(C)C)C(=O)O5)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C36H58O8/c1-30(2)14-16-35-17-15-34(7)33(6)12-8-21-31(3,4)24(43-28-27(40)26(39)25(38)20(19-37)42-28)10-11-32(21,5)22(33)9-13-36(34,23(35)18-30)44-29(35)41/h20-28,37-40H,8-19H2,1-7H3/t20-,21+,22-,23-,24+,25-,26+,27-,28+,32+,33-,34+,35+,36+/m1/s1
• InChI Key: DCVPYSIPXWPILQ-JXDLRNPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₈
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.41316880 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8274	82.74%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7949	79.49%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8079	80.79%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7512	75.12%
P-glycoprotein inhibitior	+	0.7079	70.79%
P-glycoprotein substrate	-	0.8540	85.40%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.8068	80.68%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.8789	87.89%
CYP2C8 inhibition	+	0.4591	45.91%
CYP inhibitory promiscuity	-	0.9365	93.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6782	67.82%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.6822	68.22%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7091	70.91%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6973	69.73%
skin sensitisation	-	0.9264	92.64%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6186	61.86%
Acute Oral Toxicity (c)	I	0.4135	41.35%
Estrogen receptor binding	-	0.4746	47.46%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	-	0.6014	60.14%
Glucocorticoid receptor binding	+	0.6128	61.28%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.6223	62.23%
Honey bee toxicity	-	0.7368	73.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9305	93.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	96.13%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.26%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.14%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.40%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.67%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.42%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.20%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.12%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	81.53%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.20%	96.21%
CHEMBL1871	P10275	Androgen Receptor	81.06%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.91%	94.00%

Plants that contains it

• Gomphrena macrocephala

Cross-Links

• PubChem: 101938092
• LOTUS: LTS0181749
• wikiData: Q104975943