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

Details

• Internal ID: a289cef2-dff7-46a0-9904-592fb403bae5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C42H66O16/c1-37(2)13-14-42(36(54)58-34-32(52)30(50)28(48)22(18-44)56-34)20(15-37)19-7-8-23-38(3)11-10-25(45)41(6,24(38)9-12-39(23,4)40(19,5)16-26(42)46)35(53)57-33-31(51)29(49)27(47)21(17-43)55-33/h7,20-34,43-52H,8-18H2,1-6H3/t20-,21+,22+,23+,24+,25-,26+,27+,28+,29-,30-,31+,32+,33-,34-,38+,39+,40+,41-,42+/m0/s1
• InChI Key: JCDZCMQWDDCDHF-LTEAKTCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₆
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.43508601 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	0.8741	87.41%
OATP1B1 inhibitior	+	0.7898	78.98%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.6311	63.11%
P-glycoprotein inhibitior	+	0.7504	75.04%
P-glycoprotein substrate	-	0.7554	75.54%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.5181	51.81%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7924	79.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6997	69.97%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8973	89.73%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8428	84.28%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7615	76.15%
Androgen receptor binding	+	0.7323	73.23%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	+	0.6453	64.53%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	97.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.20%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.65%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.34%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.26%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.90%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.29%	94.33%
CHEMBL2581	P07339	Cathepsin D	81.05%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.99%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.68%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%

Plants that contains it

• Dianthus chinensis

Cross-Links

• PubChem: 163047903
• LOTUS: LTS0244247
• wikiData: Q105124749