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[(3S,4R,5R,6S,8R,9S,10R,13R,14S,15S,16R,17R)-17-[(1R,4R)-4-[2-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methoxy-tetrahydropyran-2-yl]oxyethyl]-1,5-dimethyl-hexyl]-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate

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 5efee105-3b2a-42cd-a27d-e2e08d6f0bfa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name [(3S,4R,5R,6S,8R,9S,10R,13R,14S,15S,16R,17R)-17-[(2R,5R)-5-[2-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methoxyoxan-2-yl]oxyethyl]-6-methylheptan-2-yl]-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H62O13S/c1-17(2)19(11-14-46-33-32(41)29(38)24(45-6)16-47-33)8-7-18(3)25-30(39)31(40)26-20-15-23(48-49(42,43)44)27-28(37)22(36)10-13-34(27,4)21(20)9-12-35(25,26)5/h17-33,36-41H,7-16H2,1-6H3,(H,42,43,44)/t18-,19-,20-,21+,22+,23+,24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35-/m1/s1
InChI Key WTIPFRWIYJVRGS-XCIXNCJBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H62O13S
Molecular Weight 722.90 g/mol
Exact Mass 722.39111320 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

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DTXSID601104887
[(3S,4R,5R,6S,8R,9S,10R,13R,14S,15S,16R,17R)-17-[(1R,4R)-4-[2-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methoxy-tetrahydropyran-2-yl]oxyethyl]-1,5-dimethyl-hexyl]-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
753444-83-6
.beta. -D-Xylopyranoside, (3.beta. ,4.beta. ,5.alpha.,6.alpha.,15.beta. ,16.beta. ,24R)-3,4,15,16-tetrahydroxy-6-(sulfooxy)stigmastan-29-yl 4-O-methyl-
Stigmastane-3,4,6,15,16-pentol, 29-[(4-O-methyl-beta-D-xylopyranosyl)oxy]-, 6-(hydrogen sulfate), (3beta,4beta,5alpha,6alpha,15beta,16beta,24R)-

2D Structure

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2D Structure of [(3S,4R,5R,6S,8R,9S,10R,13R,14S,15S,16R,17R)-17-[(1R,4R)-4-[2-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methoxy-tetrahydropyran-2-yl]oxyethyl]-1,5-dimethyl-hexyl]-3,4,15,16-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8216 82.16%
Caco-2 - 0.8712 87.12%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.4773 47.73%
OATP2B1 inhibitior - 0.7205 72.05%
OATP1B1 inhibitior + 0.8573 85.73%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6452 64.52%
P-glycoprotein inhibitior + 0.7202 72.02%
P-glycoprotein substrate + 0.6308 63.08%
CYP3A4 substrate + 0.7557 75.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.8831 88.31%
CYP2C9 inhibition - 0.7931 79.31%
CYP2C19 inhibition - 0.7364 73.64%
CYP2D6 inhibition - 0.8905 89.05%
CYP1A2 inhibition - 0.7497 74.97%
CYP2C8 inhibition + 0.5882 58.82%
CYP inhibitory promiscuity - 0.9403 94.03%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5735 57.35%
Carcinogenicity (trinary) Non-required 0.6181 61.81%
Eye corrosion - 0.9703 97.03%
Eye irritation - 0.9218 92.18%
Skin irritation - 0.7808 78.08%
Skin corrosion - 0.8958 89.58%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6471 64.71%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8516 85.16%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8648 86.48%
Acute Oral Toxicity (c) III 0.5792 57.92%
Estrogen receptor binding + 0.7292 72.92%
Androgen receptor binding + 0.6412 64.12%
Thyroid receptor binding - 0.6140 61.40%
Glucocorticoid receptor binding + 0.6052 60.52%
Aromatase binding + 0.5855 58.55%
PPAR gamma + 0.6552 65.52%
Honey bee toxicity - 0.5506 55.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9647 96.47%

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
CHEMBL204 P00734 Thrombin 97.20% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.10% 85.31%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.39% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.21% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.77% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.04% 96.38%
CHEMBL4302 P08183 P-glycoprotein 1 89.94% 92.98%
CHEMBL340 P08684 Cytochrome P450 3A4 89.40% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.33% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.86% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.86% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.76% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.83% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.72% 89.05%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.34% 92.88%
CHEMBL4581 P52732 Kinesin-like protein 1 85.28% 93.18%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.02% 95.71%
CHEMBL220 P22303 Acetylcholinesterase 84.37% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.93% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.89% 90.71%
CHEMBL3820 P35557 Hexokinase type IV 82.82% 91.96%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.63% 94.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.16% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.12% 96.90%
CHEMBL5028 O14672 ADAM10 81.69% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.68% 95.89%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.34% 94.97%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.20% 92.78%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.04% 89.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.65% 95.83%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.62% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.22% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 505379
LOTUS LTS0213969
wikiData Q105312565