(4S,5S,6R)-2,6-dimethyl-5-[(3R,4R,5R)-3,5,7-trihydroxy-3,7-dimethyloct-1-en-4-yl]oxyoct-7-ene-2,4,6-triol

Details

• Internal ID: a5889a0a-af07-4c33-a588-99a5f920ef88
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (4S,5S,6R)-2,6-dimethyl-5-[(3R,4R,5R)-3,5,7-trihydroxy-3,7-dimethyloct-1-en-4-yl]oxyoct-7-ene-2,4,6-triol
• SMILES (Canonical): CC(C)(CC(C(C(C)(C=C)O)OC(C(CC(C)(C)O)O)C(C)(C=C)O)O)O
• SMILES (Isomeric): C[C@@](C=C)([C@@H]([C@@H](CC(C)(C)O)O)O[C@@H]([C@H](CC(C)(C)O)O)[C@@](C)(C=C)O)O
• InChI: InChI=1S/C20H38O7/c1-9-19(7,25)15(13(21)11-17(3,4)23)27-16(20(8,26)10-2)14(22)12-18(5,6)24/h9-10,13-16,21-26H,1-2,11-12H2,3-8H3/t13-,14+,15-,16+,19-,20-/m1/s1
• InChI Key: RZOLATFOMQUCOR-SPBSJPQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₈O₇
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.26175355 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7864	78.64%
Caco-2	-	0.7249	72.49%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4904	49.04%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9086	90.86%
P-glycoprotein inhibitior	-	0.6792	67.92%
P-glycoprotein substrate	-	0.9389	93.89%
CYP3A4 substrate	-	0.5658	56.58%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.7430	74.30%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8187	81.87%
CYP2C19 inhibition	-	0.6919	69.19%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	-	0.9284	92.84%
CYP inhibitory promiscuity	-	0.7927	79.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6535	65.35%
Eye corrosion	-	0.9126	91.26%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.6082	60.82%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5718	57.18%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.6569	65.69%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.7796	77.96%
Estrogen receptor binding	+	0.6798	67.98%
Androgen receptor binding	-	0.6389	63.89%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.5763	57.63%
Aromatase binding	-	0.5189	51.89%
PPAR gamma	+	0.6074	60.74%
Honey bee toxicity	-	0.7875	78.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.3998	39.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.77%	85.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.18%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162878827
• LOTUS: LTS0153162
• wikiData: Q105248493