(2S,3S,4S,5R,6R)-6-[[(2S,3R,4R,4aS,5R,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5,6-trihydroxyoxan-2-yl]oxycarbonyl-2,5-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: c1e9235f-39d0-46ab-bf18-b37c9e78387f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2S,3R,4R,4aS,5R,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5,6-trihydroxyoxan-2-yl]oxycarbonyl-2,5-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3O)O)OC4C(C(C(OC4OC(=O)C56CCC(CC5C7=CCC8C9(CC(C(C(C9C(CC8(C7(CC6)C)C)O)(C)CO)OC1C(C(C(C(O1)C(=O)O)O)O)O)O)C)(C)C)O)O)O)C)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](CO[C@H]([C@@H]2O)O[C@H]3[C@@H](O[C@H]([C@@H]([C@@H]3O)O)O[C@@H]4[C@H]([C@@H]([C@@H](O[C@H]4OC(=O)[C@@]56CC[C@@]7(C(=CC[C@H]8[C@]7(C[C@H]([C@H]9[C@@]8(C[C@@H]([C@@H]([C@@]9(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)C)O)C)[C@@H]5CC(CC6)(C)C)C)O)O)O)C)O)O)O)O
• InChI: InChI=1S/C58H92O29/c1-20-28(63)29(64)35(70)48(79-20)82-40-26(62)18-78-47(38(40)73)81-39-21(2)80-49(37(72)33(39)68)84-42-32(67)34(69)46(76)86-51(42)87-52(77)58-13-11-53(3,4)15-23(58)22-9-10-27-54(5)16-25(61)44(85-50-36(71)30(65)31(66)41(83-50)45(74)75)55(6,19-59)43(54)24(60)17-57(27,8)56(22,7)12-14-58/h9,20-21,23-44,46-51,59-73,76H,10-19H2,1-8H3,(H,74,75)/t20-,21-,23-,24+,25-,26+,27+,28-,29+,30-,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,42+,43-,44-,46+,47-,48-,49-,50-,51-,54+,55-,56+,57+,58-/m0/s1
• InChI Key: ZRZFJMYRKDIAOH-GDTZCDHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₉
• Molecular Weight: 1253.30 g/mol
• Exact Mass: 1252.57242689 g/mol
• Topological Polar Surface Area (TPSA): 470.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.55
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8593	85.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	-	0.3103	31.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9352	93.52%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6411	64.11%
CYP3A4 substrate	+	0.7284	72.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8074	80.74%
CYP2C9 inhibition	-	0.9045	90.45%
CYP2C19 inhibition	-	0.9293	92.93%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	+	0.7831	78.31%
CYP inhibitory promiscuity	-	0.9689	96.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5458	54.58%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.5440	54.40%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9164	91.64%
Acute Oral Toxicity (c)	III	0.8364	83.64%
Estrogen receptor binding	+	0.7755	77.55%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.8118	81.18%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.8347	83.47%
Honey bee toxicity	-	0.6471	64.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9510	95.10%

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	99.20%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.28%	97.36%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.75%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.99%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.24%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.78%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.65%	83.57%
CHEMBL233	P35372	Mu opioid receptor	81.18%	97.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.95%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.51%	91.71%
CHEMBL5028	O14672	ADAM10	80.34%	97.50%

Plants that contains it

• Diploknema butyracea

Cross-Links

• PubChem: 162930346
• LOTUS: LTS0027165
• wikiData: Q105382348