(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(3S,6aR,6bS,8S,8aS,14bS)-8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 88dc15b2-5c1f-414f-9e38-070a5e3977b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(3S,6aR,6bS,8S,8aS,14bS)-8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3C(C=C5C4(CC(C6(C5CC(CC6)(C)C)CO)O)C)OC)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]4(C3C(C=C5[C@]4(C[C@@H]([C@@]6(C5CC(CC6)(C)C)CO)O)C)OC)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C43H72O13/c1-21-29(47)34(56-36-32(50)31(49)30(48)25(19-44)54-36)33(51)37(53-21)55-28-11-12-40(6)26(39(28,4)5)10-13-41(7)35(40)24(52-9)16-22-23-17-38(2,3)14-15-43(23,20-45)27(46)18-42(22,41)8/h16,21,23-37,44-51H,10-15,17-20H2,1-9H3/t21-,23?,24?,25-,26?,27+,28+,29-,30-,31+,32-,33-,34+,35?,36+,37+,40+,41-,42-,43-/m1/s1
• InChI Key: JVUSSFLOGJOFHV-UGBULOSSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₃
• Molecular Weight: 797.00 g/mol
• Exact Mass: 796.49729235 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6944	69.44%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7571	75.71%
OATP1B3 inhibitior	-	0.3159	31.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7318	73.18%
P-glycoprotein inhibitior	+	0.7577	75.77%
P-glycoprotein substrate	-	0.6670	66.70%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.8766	87.66%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	+	0.5957	59.57%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.7924	79.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7298	72.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7203	72.03%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8943	89.43%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.6974	69.74%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	+	0.6179	61.79%
Aromatase binding	+	0.6660	66.60%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.6364	63.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8511	85.11%

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	97.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.83%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.50%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.18%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	80.93%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.82%	100.00%

Plants that contains it

• Bupleurum falcatum

Cross-Links

• PubChem: 10417870
• NPASS: NPC223312