(2R,3R,4R,5R,6S)-2-[[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: a442c5a8-f302-4a80-a993-7353af67ce78
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(=CCCC(=CCCC(=CCCC(C)(C=C)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C(=C\CC/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)/C)/C)/C)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)O
• InChI: InChI=1S/C56H94O30/c1-8-56(7,86-55-49(85-54-44(72)39(67)35(63)29(19-58)80-54)46(74)47(30(20-59)81-55)83-53-43(71)38(66)34(62)28(18-57)79-53)17-11-16-24(3)13-9-12-23(2)14-10-15-25(4)21-75-51-45(73)40(68)48(84-52-42(70)37(65)33(61)27(6)78-52)31(82-51)22-76-50-41(69)36(64)32(60)26(5)77-50/h8,12,15-16,26-55,57-74H,1,9-11,13-14,17-22H2,2-7H3/b23-12+,24-16+,25-15-/t26-,27-,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-,53-,54-,55-,56+/m0/s1
• InChI Key: YNXBNICISLIKLI-NMHHAJKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₄O₃₀
• Molecular Weight: 1247.30 g/mol
• Exact Mass: 1246.58299158 g/mol
• Topological Polar Surface Area (TPSA): 475.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -5.90
• H-Bond Acceptor: 30
• H-Bond Donor: 18
• Rotatable Bonds: 27

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7291	72.91%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.8227	82.27%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9561	95.61%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	-	0.5630	56.30%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8670	86.70%
CYP2C19 inhibition	-	0.8488	84.88%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	+	0.6194	61.94%
CYP inhibitory promiscuity	-	0.9295	92.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6905	69.05%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8055	80.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6799	67.99%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6879	68.79%
Acute Oral Toxicity (c)	III	0.6191	61.91%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	+	0.5934	59.34%
Glucocorticoid receptor binding	+	0.7433	74.33%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.5593	55.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	97.53%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.55%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.42%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	93.50%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL3589	P55263	Adenosine kinase	84.83%	98.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.53%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	82.36%	91.49%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.83%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.02%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.82%	96.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.33%	86.92%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.08%	97.29%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 162862128
• LOTUS: LTS0222124
• wikiData: Q105351143