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[(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6bR,12aR,14bR)-10-[(2S,3R,4R,5R)-5-[(2S,3S,4R,5S,6S)-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-14b-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-1H-picene-4a-carboxylate

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 49c2d393-4e4c-40ea-a22d-b2b941cc596a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6bR,12aR,14bR)-10-[(2S,3R,4R,5R)-5-[(2S,3S,4R,5S,6S)-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-14b-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6(CC(CC7)(C)C)O)C(=O)OC8C(C(C(C(O8)CO)OC9C(C(C(O9)C(CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)C)OC1C(C(C(CO1)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)OC3CC[C@]4(C(C3(C)C)CC[C@@]5(C4CC=C6C5(CC[C@@]7([C@]6(CC(CC7)(C)C)O)C(=O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@H](O9)C(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O
InChI InChI=1S/C70H114O36/c1-26-37(77)43(83)54(104-57-50(90)52(28(76)23-93-57)101-58-46(86)41(81)38(78)29(20-72)96-58)61(95-26)99-32-24-94-56(45(85)40(32)80)100-36-12-13-66(6)33(65(36,4)5)11-14-67(7)34(66)9-10-35-68(67,8)16-18-69(17-15-64(2,3)25-70(35,69)92)63(91)106-60-48(88)44(84)53(31(22-74)98-60)103-62-55(49(89)51(102-62)27(75)19-71)105-59-47(87)42(82)39(79)30(21-73)97-59/h10,26-34,36-62,71-90,92H,9,11-25H2,1-8H3/t26-,27?,28+,29+,30+,31+,32+,33?,34?,36?,37+,38+,39+,40-,41-,42-,43+,44+,45+,46+,47+,48+,49-,50+,51+,52-,53-,54-,55+,56-,57-,58-,59-,60-,61-,62-,66-,67+,68?,69+,70+/m0/s1
InChI Key VTFYIOPXPFTCQF-JGDKNQBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C70H114O36
Molecular Weight 1531.60 g/mol
Exact Mass 1530.7089799 g/mol
Topological Polar Surface Area (TPSA) 571.00 Ų
XlogP -4.50
Atomic LogP (AlogP) -7.14
H-Bond Acceptor 36
H-Bond Donor 21
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5R,6R)-5-[(2S,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6bR,12aR,14bR)-10-[(2S,3R,4R,5R)-5-[(2S,3S,4R,5S,6S)-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-14b-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8593 85.93%
Caco-2 - 0.8653 86.53%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7550 75.50%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9091 90.91%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6633 66.33%
CYP3A4 substrate + 0.7550 75.50%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7887 78.87%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7848 78.48%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9856 98.56%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7359 73.59%
Androgen receptor binding + 0.7640 76.40%
Thyroid receptor binding + 0.6739 67.39%
Glucocorticoid receptor binding + 0.7927 79.27%
Aromatase binding + 0.6806 68.06%
PPAR gamma + 0.8102 81.02%
Honey bee toxicity - 0.6005 60.05%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9565 95.65%

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 99.00% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.49% 95.17%
CHEMBL2581 P07339 Cathepsin D 97.48% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.98% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.52% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.36% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.46% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.66% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.69% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.23% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.14% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.14% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.92% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.83% 89.67%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.48% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.10% 92.88%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.09% 90.08%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.09% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.81% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.19% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.15% 95.50%
CHEMBL5028 O14672 ADAM10 81.97% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.48% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.06% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.93% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.19% 94.00%

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.
Patrinia scabiosifolia

Cross-Links

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PubChem 11968827
NPASS NPC104272