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17-[5-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,8,10,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-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 6c858c60-0d5b-432e-a2d0-866a02384439
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 17-[5-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,8,10,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(CCC(C(C)(C)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C4CCC5(C4(CC(C6(C5C(=O)C=C7C6CCC(C7(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)O)C)C
SMILES (Isomeric) CC(CCC(C(C)(C)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C4CCC5(C4(CC(C6(C5C(=O)C=C7C6CCC(C7(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)O)C)C
InChI InChI=1S/C60H100O30/c1-22(9-11-34(57(4,5)80)89-55-49(90-54-48(79)42(73)37(68)29(19-63)85-54)44(75)39(70)31(87-55)21-82-52-46(77)41(72)36(67)28(18-62)84-52)23-13-14-58(6)50-26(64)15-25-24(60(50,8)32(65)16-59(23,58)7)10-12-33(56(25,2)3)88-53-47(78)43(74)38(69)30(86-53)20-81-51-45(76)40(71)35(66)27(17-61)83-51/h15,22-24,27-55,61-63,65-80H,9-14,16-21H2,1-8H3
InChI Key KKPUJPQFRHRSKB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H100O30
Molecular Weight 1301.40 g/mol
Exact Mass 1300.62994177 g/mol
Topological Polar Surface Area (TPSA) 494.00 Ų
XlogP -4.70
Atomic LogP (AlogP) -6.23
H-Bond Acceptor 30
H-Bond Donor 19
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8258 82.58%
Caco-2 - 0.8777 87.77%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8356 83.56%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.6104 61.04%
CYP3A4 substrate + 0.7340 73.40%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9147 91.47%
CYP2C8 inhibition + 0.6398 63.98%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.5396 53.96%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7785 77.85%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5709 57.09%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5813 58.13%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.7875 78.75%
Androgen receptor binding + 0.7693 76.93%
Thyroid receptor binding + 0.6147 61.47%
Glucocorticoid receptor binding + 0.7837 78.37%
Aromatase binding + 0.6478 64.78%
PPAR gamma + 0.8178 81.78%
Honey bee toxicity - 0.6682 66.82%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9477 94.77%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.85% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.84% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.12% 96.61%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.47% 94.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.75% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 91.29% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.97% 93.04%
CHEMBL1871 P10275 Androgen Receptor 89.52% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.38% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.21% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 88.90% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.56% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.20% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 85.68% 94.73%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.92% 98.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.84% 97.36%
CHEMBL5028 O14672 ADAM10 83.66% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.52% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.45% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.29% 96.21%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.20% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.10% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.97% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.70% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.04% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.38% 92.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.32% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.29% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.24% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.13% 94.33%

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.
Siraitia grosvenorii

Cross-Links

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PubChem 163104722
LOTUS LTS0014161
wikiData Q105142307