[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,7S,8R,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: a52bc6ef-7102-4603-8273-3c45fb106cda
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,7S,8R,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C59H95NO27/c1-24(63)60-33-42(85-49-40(72)35(67)28(65)20-79-49)37(69)30(21-80-48-39(71)34(66)27(64)19-78-48)83-47(33)84-32-11-12-55(6)31-10-9-25-26-17-53(2,3)13-15-58(26,16-14-56(25,7)57(31,8)45(74)41(73)44(55)54(32,4)5)52(76)87-50-43(38(70)36(68)29(18-61)82-50)86-51-46(75)59(77,22-62)23-81-51/h9,26-51,61-62,64-75,77H,10-23H2,1-8H3,(H,60,63)/t26-,27-,28+,29+,30+,31+,32-,33+,34-,35-,36+,37+,38-,39+,40+,41+,42+,43+,44-,45+,46-,47-,48-,49-,50-,51-,55+,56+,57-,58-,59+/m0/s1
• InChI Key: OKOPRPQXSOFTGY-PBULNIIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₅NO₂₇
• Molecular Weight: 1250.40 g/mol
• Exact Mass: 1249.60914675 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6835	68.35%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7953	79.53%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9702	97.02%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6692	66.92%
CYP3A4 substrate	+	0.7497	74.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4535	45.35%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.7132	71.32%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.6626	66.26%
Glucocorticoid receptor binding	+	0.7985	79.85%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.8055	80.55%
Honey bee toxicity	-	0.6420	64.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9407	94.07%

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	99.25%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.50%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	92.13%	94.33%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.88%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.49%	97.36%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.37%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.10%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.00%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	86.93%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.46%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.94%	95.83%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.68%	96.38%
CHEMBL5028	O14672	ADAM10	84.50%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.46%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	84.18%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.59%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.18%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.46%	97.28%

Plants that contains it

• Entada rheedii

Cross-Links

• PubChem: 163016216
• LOTUS: LTS0001239
• wikiData: Q105193664