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

Details

• Internal ID: 79e439ca-7b3b-49cc-88ff-3c679a5af0b2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S)-2-[(2E,4S)-4-hydroxy-3,7-dimethylocta-2,6-dienoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCC(C(=CCOC1C(C(C(CO1)O)O)O)C)O)C
• SMILES (Isomeric): CC(=CC[C@@H](/C(=C/CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)/C)O)C
• InChI: InChI=1S/C15H26O6/c1-9(2)4-5-11(16)10(3)6-7-20-15-14(19)13(18)12(17)8-21-15/h4,6,11-19H,5,7-8H2,1-3H3/b10-6+/t11-,12-,13-,14+,15+/m0/s1
• InChI Key: QBKWSKLQLMCHEU-UEAYSTNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₆
• Molecular Weight: 302.36 g/mol
• Exact Mass: 302.17293854 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5801	58.01%
Caco-2	-	0.7910	79.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9259	92.59%
P-glycoprotein inhibitior	-	0.9026	90.26%
P-glycoprotein substrate	-	0.8542	85.42%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9785	97.85%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8243	82.43%
CYP2D6 inhibition	-	0.8801	88.01%
CYP1A2 inhibition	-	0.8704	87.04%
CYP2C8 inhibition	-	0.8716	87.16%
CYP inhibitory promiscuity	-	0.9367	93.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7276	72.76%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9816	98.16%
Skin irritation	-	0.8027	80.27%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6300	63.00%
Micronuclear	-	0.7926	79.26%
Hepatotoxicity	-	0.7297	72.97%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7869	78.69%
Acute Oral Toxicity (c)	III	0.6045	60.45%
Estrogen receptor binding	-	0.6788	67.88%
Androgen receptor binding	-	0.8321	83.21%
Thyroid receptor binding	+	0.6070	60.70%
Glucocorticoid receptor binding	-	0.5636	56.36%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.5510	55.10%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	+	0.7407	74.07%

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	95.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.25%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.26%	98.75%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 101849416
• LOTUS: LTS0176021
• wikiData: Q105217886