(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,14b-pentamethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 47093f10-6ae3-4985-98ab-ccf7baddefb4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,14b-pentamethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)OC5C(C(C(CO5)O)O)O)O)C)CC=C6C3(CCC7(C6CC(=C)CC7)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(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)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O
• InChI: InChI=1S/C46H70O18/c1-20-9-14-46(41(58)64-39-32(53)30(51)29(50)24(18-47)60-39)16-15-44(5)21(22(46)17-20)7-8-26-43(4)12-11-27(42(2,3)25(43)10-13-45(26,44)6)61-40-34(55)35(33(54)36(63-40)37(56)57)62-38-31(52)28(49)23(48)19-59-38/h7,22-36,38-40,47-55H,1,8-19H2,2-6H3,(H,56,57)/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32+,33-,34+,35-,36-,38-,39-,40+,43-,44+,45+,46-/m0/s1
• InChI Key: BOUDARFVWGDGSN-YBRAVDECSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀O₁₈
• Molecular Weight: 911.00 g/mol
• Exact Mass: 910.45621538 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7412	74.12%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8514	85.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7360	73.60%
OATP1B3 inhibitior	-	0.4149	41.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.8233	82.33%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.6088	60.88%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.7385	73.85%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	+	0.7716	77.16%
CYP inhibitory promiscuity	-	0.9736	97.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5687	56.87%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9327	93.27%
Acute Oral Toxicity (c)	III	0.8004	80.04%
Estrogen receptor binding	+	0.7671	76.71%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	-	0.5638	56.38%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	+	0.7774	77.74%
Honey bee toxicity	-	0.6604	66.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9787	97.87%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	89.09%	98.10%
CHEMBL233	P35372	Mu opioid receptor	89.09%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL5028	O14672	ADAM10	85.67%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.32%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.06%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.51%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.46%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.35%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.10%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.71%	97.36%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.25%	90.24%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 100917517
• LOTUS: LTS0010984
• wikiData: Q104940684