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

Details

• Internal ID: 0d0d2175-7de5-4514-a4ee-b740fd38c308
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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)O)C)C)C)OC5C(C(C(C(O5)CO)O)O)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)/C)/C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C50H84O26/c1-7-50(6,76-48-42(66)38(62)43(28(19-53)72-48)74-46-40(64)35(59)31(55)26(17-51)70-46)16-10-15-23(3)12-8-11-22(2)13-9-14-24(4)20-67-49-44(75-47-41(65)36(60)32(56)27(18-52)71-47)37(61)33(57)29(73-49)21-68-45-39(63)34(58)30(54)25(5)69-45/h7,11,14-15,25-49,51-66H,1,8-10,12-13,16-21H2,2-6H3/b22-11+,23-15+,24-14-/t25-,26+,27+,28+,29+,30-,31+,32+,33+,34+,35-,36-,37-,38+,39+,40+,41+,42+,43+,44+,45+,46-,47-,48-,49+,50+/m0/s1
• InChI Key: QJEFGATVKKBOOJ-YAHPJTDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₄O₂₆
• Molecular Weight: 1101.20 g/mol
• Exact Mass: 1100.52508278 g/mol
• Topological Polar Surface Area (TPSA): 416.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.76
• H-Bond Acceptor: 26
• H-Bond Donor: 16
• Rotatable Bonds: 25

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	-	0.8700	87.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.8227	82.27%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9592	95.92%
P-glycoprotein inhibitior	+	0.7385	73.85%
P-glycoprotein substrate	-	0.5628	56.28%
CYP3A4 substrate	+	0.6788	67.88%
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	+	0.6303	63.03%
CYP inhibitory promiscuity	-	0.9295	92.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6905	69.05%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8417	84.17%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6674	66.74%
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	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.6191	61.91%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	+	0.5781	57.81%
Glucocorticoid receptor binding	+	0.7307	73.07%
Aromatase binding	+	0.6346	63.46%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.5608	56.08%
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	97.55%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.03%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.81%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	93.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.83%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	83.38%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	83.10%	91.49%
CHEMBL3589	P55263	Adenosine kinase	82.77%	98.05%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.58%	83.57%
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%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.55%	92.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.24%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.02%	97.09%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 163032045
• LOTUS: LTS0203372
• wikiData: Q105222595