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

Details

• Internal ID: f353f88f-cc7a-4f0d-a21c-f24938228b81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)CC=C7C3(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)O)C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O)C(=O)OC
• InChI: InChI=1S/C49H78O20/c1-44(2)27-10-13-48(6)28(9-8-22-23-18-45(3,43(62)63-7)14-16-49(23,42(60)61)17-15-47(22,48)5)46(27,4)12-11-29(44)67-40-36(59)37(32(55)26(21-52)65-40)68-41-38(34(57)31(54)25(20-51)66-41)69-39-35(58)33(56)30(53)24(19-50)64-39/h8,23-41,50-59H,9-21H2,1-7H3,(H,60,61)/t23-,24+,25+,26+,27-,28+,29-,30-,31-,32+,33-,34-,35+,36+,37-,38+,39+,40-,41-,45-,46-,47+,48+,49-/m0/s1
• InChI Key: GAFCZXBTMIGTGJ-BDBZEVAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₂₀
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.50864487 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3314	33.14%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8404	84.04%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	-	0.7847	78.47%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.7171	71.71%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7387	73.87%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9131	91.31%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	-	0.5301	53.01%
Glucocorticoid receptor binding	+	0.7075	70.75%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.7076	70.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.70%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.97%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	88.03%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.94%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.08%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.91%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.66%	95.50%
CHEMBL5028	O14672	ADAM10	82.15%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.15%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%

Plants that contains it

• Phytolacca thyrsiflora

Cross-Links

• PubChem: 163095741
• LOTUS: LTS0078443
• wikiData: Q105381589