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

Details

• Internal ID: c0a0f3cc-8fcb-4ff9-963a-9ff88933f7ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC12CCC3C(C1CC=C4C2(CCC5(C4CC(=C)CC5)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)(CC(C(C3(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C
• InChI: InChI=1S/C41H62O16/c1-18-8-11-41(36(53)57-34-31(50)29(48)27(46)23(17-43)55-34)13-12-38(3)19(20(41)14-18)6-7-24-37(2)15-21(44)32(51)40(5,25(37)9-10-39(24,38)4)35(52)56-33-30(49)28(47)26(45)22(16-42)54-33/h6,20-34,42-51H,1,7-17H2,2-5H3/t20-,21-,22+,23+,24+,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,37+,38+,39+,40-,41-/m0/s1
• InChI Key: HFXIXQIJWYYSGD-QCXNNXLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₆
• Molecular Weight: 810.90 g/mol
• Exact Mass: 810.40378589 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.68
• 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	+	0.6730	67.30%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	-	0.2951	29.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	-	0.4816	48.16%
P-glycoprotein inhibitior	+	0.7307	73.07%
P-glycoprotein substrate	-	0.7088	70.88%
CYP3A4 substrate	+	0.6921	69.21%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.7559	75.59%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	+	0.6267	62.67%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.5116	51.16%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7513	75.13%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6844	68.44%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	-	0.5452	54.52%
Glucocorticoid receptor binding	+	0.6397	63.97%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.7331	73.31%
Honey bee toxicity	-	0.7579	75.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.59%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	86.94%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.24%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.82%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.43%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.61%	95.89%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%

Plants that contains it

• Amaranthus caudatus

Cross-Links

• PubChem: 101918550
• LOTUS: LTS0006833
• wikiData: Q105027610