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16-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

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 a5aa4385-90b7-496e-a543-f7daaf28fbcd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 16-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical) CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CC(C(C)(C)O)O)O)O)C)C
SMILES (Isomeric) CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CC(C(C)(C)O)O)O)O)C)C
InChI InChI=1S/C36H56O13/c1-31(2)16-9-10-21-33(5)13-18(38)28(36(8,47)23(40)12-22(39)32(3,4)46)34(33,6)14-24(41)35(21,7)17(16)11-19(29(31)45)48-30-27(44)26(43)25(42)20(15-37)49-30/h9,17-22,25-28,30,37-39,42-44,46-47H,10-15H2,1-8H3
InChI Key LSHJIKPRGKPBEX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O13
Molecular Weight 696.80 g/mol
Exact Mass 696.37209184 g/mol
Topological Polar Surface Area (TPSA) 232.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.05
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9049 90.49%
Caco-2 - 0.8545 85.45%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8423 84.23%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5664 56.64%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate - 0.5079 50.79%
CYP3A4 substrate + 0.7131 71.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.9144 91.44%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition + 0.5823 58.23%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9142 91.42%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7383 73.83%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5876 58.76%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4680 46.80%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.6538 65.38%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding - 0.5095 50.95%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.6951 69.51%
PPAR gamma + 0.6718 67.18%
Honey bee toxicity - 0.6853 68.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9826 98.26%

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 99.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.94% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.81% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.67% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.73% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.72% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.04% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.46% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.99% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 86.53% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 85.59% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.91% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 83.74% 92.50%
CHEMBL4208 P20618 Proteasome component C5 82.69% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.62% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.33% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.04% 91.07%

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.
Helicteres angustifolia

Cross-Links

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PubChem 73241702
LOTUS LTS0073424
wikiData Q105156518