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16-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-(7-hydroxy-6-methyl-3-oxoheptan-2-yl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 1940d15b-2bd7-463a-823e-997fe5a76297
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 16-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-(7-hydroxy-6-methyl-3-oxoheptan-2-yl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(CCC(=O)C(C)C1C(CC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)O)CO
SMILES (Isomeric) CC(CCC(=O)C(C)C1C(CC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)O)CO
InChI InChI=1S/C39H62O14/c1-18(15-40)5-8-25(44)19(2)29-26(14-24-22-7-6-20-13-21(43)9-11-38(20,3)23(22)10-12-39(24,29)4)50-37-34(49)35(31(46)28(17-42)52-37)53-36-33(48)32(47)30(45)27(16-41)51-36/h13,18-19,22-24,26-37,40-42,45-49H,5-12,14-17H2,1-4H3
InChI Key KACXZLOYLVJNFR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O14
Molecular Weight 754.90 g/mol
Exact Mass 754.41395665 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.37
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7135 71.35%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8629 86.29%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8480 84.80%
OATP1B3 inhibitior + 0.7884 78.84%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.5680 56.80%
P-glycoprotein inhibitior + 0.7139 71.39%
P-glycoprotein substrate - 0.5262 52.62%
CYP3A4 substrate + 0.7636 76.36%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.5106 51.06%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9260 92.60%
Skin irritation + 0.4910 49.10%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.8839 88.39%
Human Ether-a-go-go-Related Gene inhibition + 0.7465 74.65%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9379 93.79%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding - 0.6110 61.10%
Glucocorticoid receptor binding + 0.6521 65.21%
Aromatase binding + 0.6736 67.36%
PPAR gamma + 0.6708 67.08%
Honey bee toxicity - 0.6801 68.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9668 96.68%

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 98.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.58% 100.00%
CHEMBL1871 P10275 Androgen Receptor 94.69% 96.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.54% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.22% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.24% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 91.37% 95.93%
CHEMBL2581 P07339 Cathepsin D 89.57% 98.95%
CHEMBL4581 P52732 Kinesin-like protein 1 88.51% 93.18%
CHEMBL5255 O00206 Toll-like receptor 4 88.06% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.19% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 86.92% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 86.32% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.69% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.99% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.08% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.81% 92.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.79% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.72% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.30% 96.00%
CHEMBL237 P41145 Kappa opioid receptor 81.61% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.60% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.38% 90.71%
CHEMBL5028 O14672 ADAM10 81.18% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 81.01% 90.17%

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.
Tribulus cistoides

Cross-Links

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PubChem 163029857
LOTUS LTS0252280
wikiData Q105137802