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(6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,17-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-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 db22a8f6-545a-4e2a-80e2-0ecd296b2b80
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,17-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one
SMILES (Canonical) CC(C)C(=O)CCC(C)C1C(CC2(C1(C(CC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)O
SMILES (Isomeric) C[C@H](CCC(=O)C(C)C)[C@H]1[C@H](C[C@@]2([C@@]1([C@H](C[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)C)C)O
InChI InChI=1S/C48H80O19/c1-20(2)22(52)9-8-21(3)31-23(53)14-45(6)28-11-10-27-44(4,5)30(12-13-47(27)19-48(28,47)15-29(54)46(31,45)7)65-43-40(36(59)33(56)25(17-50)64-43)67-42-38(61)39(34(57)26(18-51)63-42)66-41-37(60)35(58)32(55)24(16-49)62-41/h20-21,23-43,49-51,53-61H,8-19H2,1-7H3/t21-,23+,24-,25-,26-,27+,28+,29+,30+,31+,32-,33-,34-,35+,36+,37-,38-,39+,40-,41+,42+,43+,45+,46-,47-,48+/m1/s1
InChI Key DMKMRMXASRVCMD-WGSZBPTJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H80O19
Molecular Weight 961.10 g/mol
Exact Mass 960.52938032 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -1.16
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,17-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-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 + 0.6078 60.78%
Caco-2 - 0.8888 88.88%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8183 81.83%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8695 86.95%
P-glycoprotein inhibitior + 0.7519 75.19%
P-glycoprotein substrate - 0.5445 54.45%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8483 84.83%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.7950 79.50%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8924 89.24%
CYP2C8 inhibition + 0.6306 63.06%
CYP inhibitory promiscuity - 0.9717 97.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.6948 69.48%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.8015 80.15%
Human Ether-a-go-go-Related Gene inhibition + 0.8302 83.02%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8789 87.89%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7920 79.20%
Acute Oral Toxicity (c) I 0.5431 54.31%
Estrogen receptor binding + 0.8121 81.21%
Androgen receptor binding + 0.7568 75.68%
Thyroid receptor binding - 0.5565 55.65%
Glucocorticoid receptor binding + 0.7062 70.62%
Aromatase binding + 0.6730 67.30%
PPAR gamma + 0.7882 78.82%
Honey bee toxicity - 0.6112 61.12%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8557 85.57%

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 98.84% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 98.77% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 98.44% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.52% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.78% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.36% 95.58%
CHEMBL2581 P07339 Cathepsin D 92.01% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.60% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.84% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.78% 96.77%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.56% 82.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.72% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.54% 92.88%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.37% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.10% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.84% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.89% 92.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.35% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.23% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.13% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.00% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.91% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.80% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 84.16% 94.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.04% 94.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.00% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.66% 95.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.10% 89.34%
CHEMBL237 P41145 Kappa opioid receptor 83.04% 98.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.62% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.26% 95.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.07% 98.05%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.68% 95.71%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.35% 92.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.31% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.94% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.64% 91.19%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.46% 92.86%

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.
Curculigo orchioides

Cross-Links

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PubChem 46849017
NPASS NPC188137
LOTUS LTS0117275
wikiData Q104985138