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(1R,3R)-1-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-17-[(2S,6R)-7-hydroxy-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one

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 a9f4b6bf-2270-4db0-aee2-ca53f7026c6a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1R,3R)-1-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-17-[(2S,6R)-7-hydroxy-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O13/c1-17(15-39)6-9-25(41)18(2)29-26(42)14-24-22-8-7-20-12-21(40)13-28(38(20,5)23(22)10-11-37(24,29)4)50-36-34(31(45)27(43)16-48-36)51-35-33(47)32(46)30(44)19(3)49-35/h7,17-19,21-24,27-36,39-40,43-47H,6,8-16H2,1-5H3/t17-,18-,19?,21-,22?,23?,24?,27?,28-,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?/m1/s1
InChI Key ABXNIXPADXELSI-XHGOXSGISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O13
Molecular Weight 724.90 g/mol
Exact Mass 724.40339196 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R)-1-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-17-[(2S,6R)-7-hydroxy-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7521 75.21%
Caco-2 - 0.8791 87.91%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 0.8671 86.71%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5798 57.98%
BSEP inhibitior + 0.6456 64.56%
P-glycoprotein inhibitior + 0.7110 71.10%
P-glycoprotein substrate + 0.7135 71.35%
CYP3A4 substrate + 0.7612 76.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.9245 92.45%
CYP2C19 inhibition - 0.9426 94.26%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9246 92.46%
CYP2C8 inhibition + 0.6521 65.21%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5863 58.63%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9284 92.84%
Skin irritation + 0.5512 55.12%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6926 69.26%
Human Ether-a-go-go-Related Gene inhibition + 0.6478 64.78%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9342 93.42%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9334 93.34%
Acute Oral Toxicity (c) III 0.5383 53.83%
Estrogen receptor binding + 0.8190 81.90%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding - 0.6149 61.49%
Glucocorticoid receptor binding + 0.6124 61.24%
Aromatase binding + 0.6741 67.41%
PPAR gamma + 0.6642 66.42%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9503 95.03%

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 98.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.20% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.52% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.31% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.77% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.53% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 91.29% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.17% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.64% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.32% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.92% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 82.63% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.57% 96.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.02% 92.78%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.62% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.96% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.73% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 80.23% 94.75%

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 163047168
LOTUS LTS0056047
wikiData Q104908919