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(3R,4S,5R,6R)-2-[(3R,4S,5R)-4,5-dihydroxy-2-[[(2R,3S,4R,7R,8S,9S,10R,13R,14S,17R)-2,3,7-trihydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8cd88dee-9b14-4a94-a122-f107488cd78e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3R,4S,5R,6R)-2-[(3R,4S,5R)-4,5-dihydroxy-2-[[(2R,3S,4R,7R,8S,9S,10R,13R,14S,17R)-2,3,7-trihydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H62O13/c1-17(2)7-6-8-18(3)19-9-10-20-27-21(11-12-37(19,20)4)38(5)14-24(41)28(43)33(22(38)13-23(27)40)50-36-34(29(44)25(42)16-48-36)51-35-32(47)31(46)30(45)26(15-39)49-35/h6,8,13,17-21,23-36,39-47H,7,9-12,14-16H2,1-5H3/b8-6+/t18-,19-,20+,21+,23+,24-,25-,26-,27+,28+,29+,30+,31+,32-,33-,34-,35?,36?,37-,38-/m1/s1
InChI Key MJUIKBSHQCVUQF-MEMQEUAWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H62O13
Molecular Weight 726.90 g/mol
Exact Mass 726.41904203 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S,5R,6R)-2-[(3R,4S,5R)-4,5-dihydroxy-2-[[(2R,3S,4R,7R,8S,9S,10R,13R,14S,17R)-2,3,7-trihydroxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-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 + 0.7547 75.47%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8138 81.38%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.5593 55.93%
P-glycoprotein inhibitior + 0.6575 65.75%
P-glycoprotein substrate + 0.5438 54.38%
CYP3A4 substrate + 0.7396 73.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.6210 62.10%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9261 92.61%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7998 79.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7513 75.13%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9068 90.68%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.8056 80.56%
Androgen receptor binding + 0.6909 69.09%
Thyroid receptor binding - 0.5974 59.74%
Glucocorticoid receptor binding + 0.5405 54.05%
Aromatase binding + 0.6641 66.41%
PPAR gamma + 0.6877 68.77%
Honey bee toxicity - 0.6451 64.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9262 92.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 98.49% 83.57%
CHEMBL226 P30542 Adenosine A1 receptor 97.83% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.96% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.85% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 90.83% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.14% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.55% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.04% 92.86%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.70% 95.83%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.74% 96.61%
CHEMBL2581 P07339 Cathepsin D 85.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.97% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.25% 96.77%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.81% 92.32%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.06% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.68% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.83% 86.33%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.72% 97.29%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.02% 95.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.02% 90.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.95% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.85% 91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 100942967
LOTUS LTS0275063
wikiData Q105165666