(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 683dde1a-7024-415f-9fc7-58c4a3b37d25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)C(=O)O)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]([C@H](O[C@H]([C@@H]2O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)C(=O)O)O)O)O)O
• InChI: InChI=1S/C42H66O13/c1-20-26(43)27(44)28(45)34(52-20)54-31-29(46)32(33(48)49)55-35(30(31)47)53-25-12-13-39(6)23(38(25,4)5)11-14-41(8)24(39)10-9-21-22-19-37(2,3)15-17-42(22,36(50)51)18-16-40(21,41)7/h9,20,22-32,34-35,43-47H,10-19H2,1-8H3,(H,48,49)(H,50,51)/t20-,22-,23-,24+,25-,26-,27+,28+,29-,30+,31-,32-,34-,35+,39-,40+,41+,42-/m0/s1
• InChI Key: NSJVFPXRIPXFLW-RWTBGSELSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₃
• Molecular Weight: 779.00 g/mol
• Exact Mass: 778.45034216 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8728	87.28%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8383	83.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6900	69.00%
OATP1B3 inhibitior	-	0.3963	39.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6929	69.29%
BSEP inhibitior	-	0.4496	44.96%
P-glycoprotein inhibitior	+	0.7621	76.21%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	+	0.7040	70.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8692	86.92%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.8358	83.58%
CYP2C8 inhibition	+	0.6983	69.83%
CYP inhibitory promiscuity	-	0.9568	95.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.5295	52.95%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3760	37.60%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.8822	88.22%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	IV	0.6130	61.30%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	-	0.6460	64.60%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	+	0.6762	67.62%
PPAR gamma	+	0.7537	75.37%
Honey bee toxicity	-	0.7357	73.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9886	98.86%

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	96.25%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.09%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.36%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.30%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%

Plants that contains it

• Bobgunnia madagascariensis
• Diospyros zombensis
• Dumasia truncata
• Swartzia simplex

Cross-Links

• PubChem: 44566867
• LOTUS: LTS0212176
• wikiData: Q105185087