[(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (6bR,10S,12aR,14bS)-10-[(2R,3S,4R,5R,6S)-4-[(2R,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-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: f370539f-6271-4d7e-84e6-2f6381d12841
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (6bR,10S,12aR,14bS)-10-[(2R,3S,4R,5R,6S)-4-[(2R,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-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
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)OC8C(C(C(O8)C(CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)C)O)OC1C(C(C(O1)C(CO)O)O)OC1C(C(C(CO1)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(C3CC=C5C4(CCC6([C@H]5CC(CC6)(C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@H](O8)C(CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)C)O)O[C@@H]1[C@@H]([C@H]([C@H](O1)C(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
• InChI: InChI=1S/C65H106O31/c1-25-36(73)50(93-58-51(44(81)47(91-58)28(70)20-66)94-53-41(78)37(74)30(72)24-85-53)46(83)56(86-25)89-35-12-13-62(6)33(61(35,4)5)11-14-64(8)34(62)10-9-26-27-19-60(2,3)15-17-65(27,18-16-63(26,64)7)59(84)96-55-43(80)40(77)49(32(23-69)88-55)92-57-52(45(82)48(90-57)29(71)21-67)95-54-42(79)39(76)38(75)31(22-68)87-54/h9,25,27-58,66-83H,10-24H2,1-8H3/t25-,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+,52+,53-,54-,55-,56-,57-,58+,62-,63?,64+,65?/m0/s1
• InChI Key: LLXRMAAGRUEASO-RWGTUSCGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₆O₃₁
• Molecular Weight: 1383.50 g/mol
• Exact Mass: 1382.6718066 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.72
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7422	74.22%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8865	88.65%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	-	0.5238	52.38%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7475	74.75%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7836	78.36%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9774	97.74%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7737	77.37%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	+	0.6014	60.14%
Glucocorticoid receptor binding	+	0.7793	77.93%
Aromatase binding	+	0.6755	67.55%
PPAR gamma	+	0.8141	81.41%
Honey bee toxicity	-	0.6316	63.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9565	95.65%

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	98.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.88%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.85%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.71%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.38%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.41%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	86.36%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.60%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.45%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.26%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.12%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 11968826
• NPASS: NPC73863