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

Details

• Internal ID: 042d8e3e-a27e-429d-aeb9-918c7ac6d739
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1)C)COC9C(C(C(C(O9)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)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C54H88O22/c1-49(2)15-17-54(23-70-46-38(64)35(61)33(59)27(20-55)71-46)18-16-52(6)24(25(54)19-49)9-10-30-51(5)13-12-31(50(3,4)29(51)11-14-53(30,52)7)73-48-43(76-45-37(63)32(58)26(57)22-69-45)41(40(66)42(75-48)44(67)68-8)74-47-39(65)36(62)34(60)28(21-56)72-47/h9,25-43,45-48,55-66H,10-23H2,1-8H3/t25-,26+,27+,28+,29-,30+,31-,32-,33+,34-,35-,36-,37+,38+,39+,40-,41-,42-,43+,45-,46+,47-,48+,51-,52+,53+,54+/m0/s1
• InChI Key: QOOLUAPDJPOLDR-KPXORLKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7526	75.26%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9216	92.16%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	+	0.7551	75.51%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7764	77.64%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.8203	82.03%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.7822	78.22%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	-	0.4922	49.22%
Glucocorticoid receptor binding	+	0.7660	76.60%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.8043	80.43%
Honey bee toxicity	-	0.6431	64.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.55%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.62%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.47%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	84.18%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.68%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.95%	96.61%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.71%	95.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%

Plants that contains it

• Aralia chinensis

Cross-Links

• PubChem: 101665326
• LOTUS: LTS0002647
• wikiData: Q105225028