(4R,5R,6R)-5-[(3E,5E,7E)-10-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6,10-dimethylundeca-3,5,7-trien-2-yl]-4-hydroxy-6-methyl-2-[(2E,4R,5R,6S,7R,8E)-4,5,6-trihydroxy-7-methoxy-10-methylundeca-2,8-dienyl]cyclohex-2-en-1-one

Details

• Internal ID: f5842d7c-6904-4a38-9b67-8b13264245fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (4R,5R,6R)-5-[(3E,5E,7E)-10-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6,10-dimethylundeca-3,5,7-trien-2-yl]-4-hydroxy-6-methyl-2-[(2E,4R,5R,6S,7R,8E)-4,5,6-trihydroxy-7-methoxy-10-methylundeca-2,8-dienyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1C(C(C=C(C1=O)CC=CC(C(C(C(C=CC(C)C)OC)O)O)O)O)C(C)C=CC=C(C)C=CCC(C)(C)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C=C(C1=O)C/C=C/[C@H]([C@H]([C@@H]([C@@H](/C=C/C(C)C)OC)O)O)O)O)C(C)/C=C/C=C(\C)/C=C/CC(C)(C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C51H82O22/c1-24(2)17-18-31(67-8)38(58)37(57)29(54)16-10-15-28-20-30(55)35(27(5)36(28)56)26(4)14-9-12-25(3)13-11-19-51(6,7)73-50-46(66)47(72-49-45(65)43(63)40(60)33(22-53)70-49)41(61)34(71-50)23-68-48-44(64)42(62)39(59)32(21-52)69-48/h9-14,16-18,20,24,26-27,29-35,37-50,52-55,57-66H,15,19,21-23H2,1-8H3/b13-11+,14-9+,16-10+,18-17+,25-12+/t26?,27-,29-,30+,31-,32-,33-,34-,35-,37-,38-,39-,40-,41-,42+,43+,44-,45-,46-,47+,48-,49+,50+/m1/s1
• InChI Key: UIZDPCXWYKGRTL-FCNXDQAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₂
• Molecular Weight: 1047.20 g/mol
• Exact Mass: 1046.52977424 g/mol
• Topological Polar Surface Area (TPSA): 365.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.31
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7067	70.67%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8044	80.44%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9502	95.02%
P-glycoprotein inhibitior	+	0.7388	73.88%
P-glycoprotein substrate	+	0.7108	71.08%
CYP3A4 substrate	+	0.7301	73.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.9608	96.08%
CYP2C9 inhibition	-	0.8075	80.75%
CYP2C19 inhibition	-	0.8224	82.24%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.8944	89.44%
CYP2C8 inhibition	+	0.7053	70.53%
CYP inhibitory promiscuity	-	0.8602	86.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6117	61.17%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8194	81.94%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	+	0.8184	81.84%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5452	54.52%
Fish aquatic toxicity	-	0.3773	37.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.51%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.40%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.74%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.34%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.16%	86.92%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.08%	100.00%
CHEMBL5957	P21589	5'-nucleotidase	84.49%	97.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.13%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.06%	92.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.69%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.34%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.26%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.73%	96.61%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.89%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.08%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.03%	100.00%

Plants that contains it

• Woodwardia virginica

Cross-Links

• PubChem: 101260686
• LOTUS: LTS0014200
• wikiData: Q105273769