(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[(2E,4S)-4-hydroxy-3,7-dimethylocta-2,6-dienoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: c1f65649-3dad-4187-9a8a-df742b4f4bba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[(2E,4S)-4-hydroxy-3,7-dimethylocta-2,6-dienoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCC(C(=CCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)O)C
• SMILES (Isomeric): CC(=CC[C@@H](/C(=C/CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)/C)O)C
• InChI: InChI=1S/C22H38O12/c1-10(2)4-5-12(24)11(3)6-7-31-21-19(29)18(28)16(26)14(34-21)9-32-22-20(30)17(27)15(25)13(8-23)33-22/h4,6,12-30H,5,7-9H2,1-3H3/b11-6+/t12-,13+,14+,15-,16-,17-,18-,19+,20+,21+,22+/m0/s1
• InChI Key: UMJYSOBAPZQHQC-FWUHSMEUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₁₂
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.23632664 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6841	68.41%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8635	86.35%
P-glycoprotein inhibitior	-	0.7550	75.50%
P-glycoprotein substrate	-	0.9065	90.65%
CYP3A4 substrate	+	0.5519	55.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9706	97.06%
CYP2C9 inhibition	-	0.9037	90.37%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	-	0.8134	81.34%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7514	75.14%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9547	95.47%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6442	64.42%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6916	69.16%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4887	48.87%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.5500	55.00%
Androgen receptor binding	-	0.6716	67.16%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	-	0.6123	61.23%
Aromatase binding	+	0.6355	63.55%
PPAR gamma	+	0.6399	63.99%
Honey bee toxicity	-	0.7776	77.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	+	0.7134	71.34%

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	95.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.14%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.88%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.71%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.42%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.53%	94.45%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 163046682
• LOTUS: LTS0181333
• wikiData: Q105275592