[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl] (2S,4aS,4bR,6aR,8S,10aS,10bR)-8-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-2-yl]oxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylate

Details

• Internal ID: 90bb3366-021b-4088-8b5b-fe2ed23039e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl] (2S,4aS,4bR,6aR,8S,10aS,10bR)-8-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-2-yl]oxy-4a,4b,7,7,10a-pentamethyl-2-[(3R)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylate
• InChI: InChI=1S/C58H92O26/c1-24(25(2)60)11-16-58(53(74)84-52-47(83-50-43(71)40(68)35(63)26(3)78-50)41(69)38(66)31(80-52)23-77-49-42(70)36(64)28(61)21-75-49)18-17-56(7)27(19-58)9-10-33-55(6)14-13-34(54(4,5)32(55)12-15-57(33,56)8)81-51-46(37(65)29(62)22-76-51)82-45-39(67)30(20-59)79-48(73)44(45)72/h9-10,19,24,26,28-52,59,61-73H,11-18,20-23H2,1-8H3/t24-,26+,28-,29+,30-,31-,32+,33-,34+,35+,36+,37+,38-,39-,40-,41+,42-,43-,44-,45+,46-,47-,48-,49+,50-,51+,52+,55+,56-,57-,58+/m1/s1
• InChI Key: ISHXUDOZVBOHRX-NFOYPJQFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₆
• Molecular Weight: 1205.30 g/mol
• Exact Mass: 1204.58768304 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.56
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 16

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	-	0.8740	87.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7910	79.10%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9566	95.66%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	+	0.7128	71.28%
CYP3A4 substrate	+	0.7497	74.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8797	87.97%
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	+	0.7432	74.32%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8222	82.22%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9397	93.97%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	+	0.6430	64.30%
Glucocorticoid receptor binding	+	0.8081	80.81%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.8262	82.62%
Honey bee toxicity	-	0.6283	62.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.44%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.91%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.42%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.88%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.21%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.37%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.43%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.39%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.02%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.75%	83.57%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.30%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	85.00%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.75%	96.47%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	84.56%	87.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.25%	100.00%
CHEMBL5028	O14672	ADAM10	83.34%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.71%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.04%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.20%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	81.14%	92.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.60%	95.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.22%	95.83%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 162851078
• LOTUS: LTS0133781
• wikiData: Q105119537