(1S,2R,3S,4R,5R,6R)-5-[[(1R,2R,4S,5S,6S,10S)-5-hydroxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol

Details

• Internal ID: 4f896168-1ea5-464c-8251-cb7163f36356
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: (1S,2R,3S,4R,5R,6R)-5-[[(1R,2R,4S,5S,6S,10S)-5-hydroxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
• InChI: InChI=1S/C15H22O9/c16-3-5-7(17)9(19)10(20)11(21)12(5)24-15-6-4(1-2-22-15)8(18)14-13(6)23-14/h1-2,4-21H,3H2/t4-,5+,6+,7-,8-,9+,10-,11+,12+,13+,14-,15-/m0/s1
• InChI Key: XCHBXOJVNFFCJZ-VRQUYPSRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.32
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6230	62.30%
Caco-2	-	0.9087	90.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5021	50.21%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9526	95.26%
P-glycoprotein inhibitior	-	0.8965	89.65%
P-glycoprotein substrate	-	0.9124	91.24%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.8762	87.62%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.7896	78.96%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8290	82.90%
CYP2C8 inhibition	-	0.8393	83.93%
CYP inhibitory promiscuity	-	0.7201	72.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9667	96.67%
Skin irritation	-	0.7660	76.60%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4524	45.24%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7322	73.22%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4551	45.51%
Acute Oral Toxicity (c)	III	0.3592	35.92%
Estrogen receptor binding	-	0.8153	81.53%
Androgen receptor binding	-	0.7063	70.63%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	-	0.7840	78.40%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.5764	57.64%
Honey bee toxicity	-	0.6218	62.18%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4459	44.59%

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	94.32%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.28%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.79%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.10%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.08%	99.17%

Plants that contains it

• Nuxia floribunda

Cross-Links

• PubChem: 162920728
• LOTUS: LTS0047596
• wikiData: Q105325065