(2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-formyl-2-hydroxy-4,6a,6b,14b-tetramethyl-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: cc2ca4a8-b876-48a5-a44c-0dc0f34d939a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-formyl-2-hydroxy-4,6a,6b,14b-tetramethyl-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3C(CC4(C(C3(C)C=O)CCC5(C4CC=C6C5(CCC7(C6CC(=C)CC7)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)O[C@H]3[C@H](C[C@]4([C@H]([C@]3(C)C=O)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(=C)CC7)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C47H70O20/c1-19-9-12-47(42(61)67-40-32(56)30(54)28(52)24(17-48)63-40)14-13-45(5)21(22(47)15-19)7-8-26-43(3)16-23(50)37(44(4,18-49)25(43)10-11-46(26,45)6)66-41-34(58)35(33(57)36(65-41)38(59)60)64-39-31(55)29(53)27(51)20(2)62-39/h7,18,20,22-37,39-41,48,50-58H,1,8-17H2,2-6H3,(H,59,60)/t20-,22-,23-,24+,25+,26+,27-,28+,29+,30-,31+,32+,33-,34+,35-,36-,37-,39-,40-,41-,43-,44-,45+,46+,47-/m0/s1
• InChI Key: LDBTUYKNDDNDJO-LAQLGLIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₀O₂₀
• Molecular Weight: 955.00 g/mol
• Exact Mass: 954.44604462 g/mol
• Topological Polar Surface Area (TPSA): 329.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7578	75.78%
Caco-2	-	0.8769	87.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8273	82.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8066	80.66%
OATP1B3 inhibitior	-	0.2812	28.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.5607	56.07%
CYP3A4 substrate	+	0.7217	72.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.9194	91.94%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.8783	87.83%
CYP2C8 inhibition	+	0.7926	79.26%
CYP inhibitory promiscuity	-	0.9700	97.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9030	90.30%
Skin irritation	+	0.5549	55.49%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7756	77.56%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.9162	91.62%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.7080	70.80%
Estrogen receptor binding	+	0.7898	78.98%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.5148	51.48%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	+	0.5812	58.12%
PPAR gamma	+	0.8053	80.53%
Honey bee toxicity	-	0.6618	66.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9771	97.71%

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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.36%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.96%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.99%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.80%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.80%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.71%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.38%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.20%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.59%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.32%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.94%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.57%	98.10%

Plants that contains it

• Amaranthus hypochondriacus

Cross-Links

• PubChem: 162935175
• LOTUS: LTS0181729
• wikiData: Q105150147