(1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-1,2,6a,6b,9,12a-hexamethyl-8,10,11-tris[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 7c76ad8e-ed5d-49f6-82be-666634d19849
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-1,2,6a,6b,9,12a-hexamethyl-8,10,11-tris[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)OC9C(C(C(C(O9)CO)O)O)O)C)C2C1C)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)[C@@H]2[C@H]1C)C)C(=O)O
• InChI: InChI=1S/C54H88O26/c1-20-9-10-54(49(71)72)12-11-52(5)22(30(54)21(20)2)7-8-29-50(3)13-24(75-47-41(69)37(65)33(61)27(17-57)78-47)44(80-48-42(70)38(66)34(62)28(18-58)79-48)51(4,19-73-45-39(67)35(63)31(59)25(15-55)76-45)43(50)23(14-53(29,52)6)74-46-40(68)36(64)32(60)26(16-56)77-46/h7,20-21,23-48,55-70H,8-19H2,1-6H3,(H,71,72)/t20-,21+,23-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,42-,43-,44+,45-,46-,47-,48+,50-,51+,52-,53-,54+/m1/s1
• InChI Key: TZGVFIUHMSTOAN-YDHSONRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₆
• Molecular Weight: 1153.30 g/mol
• Exact Mass: 1152.55638291 g/mol
• Topological Polar Surface Area (TPSA): 435.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.70
• H-Bond Acceptor: 25
• H-Bond Donor: 17
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6937	69.37%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8456	84.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	-	0.4567	45.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.6331	63.31%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	-	0.5778	57.78%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	+	0.7442	74.42%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.6050	60.50%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7433	74.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8092	80.92%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.6936	69.36%
Estrogen receptor binding	+	0.7540	75.40%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	-	0.5359	53.59%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.7252	72.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6305	63.05%
Fish aquatic toxicity	+	0.9464	94.64%

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	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.48%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.49%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	87.36%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.32%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.54%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.14%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.02%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.85%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.56%	95.89%

Plants that contains it

• Centella asiatica
• Triglochin maritima

Cross-Links

• PubChem: 162958696
• LOTUS: LTS0092407
• wikiData: Q105123561