[(3S,4R,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,6-trihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 01f6f6c6-4d45-4b16-83fd-0e8863fbecaa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(3S,4R,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,6-trihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC(=O)C6C(C(C(C(O6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)CO)OC(=O)[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O20/c1-43(2)13-15-48(42(62)68-41-35(59)31(55)29(53)24(19-50)64-41)16-14-46(5)21(22(48)17-43)7-8-26-44(3)11-10-27(45(4,20-51)25(44)9-12-47(26,46)6)65-38(60)36-32(56)33(57)37(39(61)66-36)67-40-34(58)30(54)28(52)23(18-49)63-40/h7,22-37,39-41,49-59,61H,8-20H2,1-6H3/t22-,23-,24-,25-,26-,27+,28+,29-,30+,31+,32+,33+,34-,35-,36+,37-,39-,40+,41+,44+,45+,46-,47-,48+/m1/s1
• InChI Key: SCOIRVCVYNDROB-QLPQJNGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.7477	74.77%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	-	0.6941	69.41%
CYP3A4 substrate	+	0.7276	72.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7252	72.52%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7528	75.28%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7391	73.91%
Aromatase binding	+	0.6119	61.19%
PPAR gamma	+	0.8107	81.07%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.64%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.37%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.90%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.53%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.47%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.49%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.41%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.27%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	81.62%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.17%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.78%	99.17%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 163043016
• LOTUS: LTS0150106
• wikiData: Q105250312