(3R,4R,6S)-2-(hydroxymethyl)-6-isopropylsulfanyl-tetrahydropyran-3,4,5-triol

Details

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Internal ID a1577370-dc56-45a4-83c3-58a8c6af059a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Thioglycosides
IUPAC Name (3R,4R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
SMILES (Canonical) CC(C)SC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) CC(C)S[C@H]1C([C@@H]([C@H](C(O1)CO)O)O)O
InChI InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5?,6-,7+,8?,9-/m0/s1
InChI Key BPHPUYQFMNQIOC-YQXWHEHVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C9H18O5S
Molecular Weight 238.30 g/mol
Exact Mass 238.08749484 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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AmbotzGBB1230
I1284_SIGMA
AKOS030212736
I-8000
I-8001
I-8020
I-8050
I-8060
Isopropyl-beta-D-thiogalactopyranoside, dioxane-free
Isopropyl-beta-D-thiogalactopyranoside, <5ppm dioxane
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (3R,4R,6S)-2-(hydroxymethyl)-6-isopropylsulfanyl-tetrahydropyran-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8000 80.00%
Caco-2 - 0.9354 93.54%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7093 70.93%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8752 87.52%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9670 96.70%
P-glycoprotein inhibitior - 0.9401 94.01%
P-glycoprotein substrate - 0.9657 96.57%
CYP3A4 substrate - 0.6309 63.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8361 83.61%
CYP3A4 inhibition - 0.8790 87.90%
CYP2C9 inhibition - 0.8804 88.04%
CYP2C19 inhibition - 0.8526 85.26%
CYP2D6 inhibition - 0.9102 91.02%
CYP1A2 inhibition - 0.8567 85.67%
CYP2C8 inhibition - 0.9865 98.65%
CYP inhibitory promiscuity - 0.8520 85.20%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7045 70.45%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.9646 96.46%
Skin irritation - 0.8343 83.43%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.6978 69.78%
Human Ether-a-go-go-Related Gene inhibition - 0.6324 63.24%
Micronuclear - 0.7241 72.41%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8185 81.85%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity + 0.4709 47.09%
Acute Oral Toxicity (c) III 0.5942 59.42%
Estrogen receptor binding - 0.7604 76.04%
Androgen receptor binding - 0.7764 77.64%
Thyroid receptor binding + 0.6431 64.31%
Glucocorticoid receptor binding - 0.6683 66.83%
Aromatase binding - 0.6440 64.40%
PPAR gamma - 0.7422 74.22%
Honey bee toxicity - 0.8682 86.82%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.8700 87.00%
Fish aquatic toxicity - 0.7917 79.17%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.42% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.00% 95.93%
CHEMBL2581 P07339 Cathepsin D 86.85% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.56% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.38% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 81.25% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.74% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Pogostemon cablin

Cross-Links

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PubChem 16217509
LOTUS LTS0221080
wikiData Q105101236