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[(3R,4S,5S)-3-[(2R,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6bR,9S,10S,12aR)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 52fa1e72-6e05-40c0-890a-60f09b4c7c95
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,4S,5S)-3-[(2R,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6bR,9S,10S,12aR)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3COC(C(C3O)O)OC4C(C(OC(C4O)OC5C(C(COC5OC(=O)C67CCC(CC6C8=CCC9C1(CCC(C(C1CCC9(C8(CC7)C)C)(C)CO)OC1C(C(C(CO1)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)O)O)O)O)C)(C)C)O)O)C)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3CO[C@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H]([C@@H](O[C@@H]([C@@H]4O)O[C@@H]5[C@H]([C@H](COC5OC(=O)[C@]67CCC(CC6C8=CCC9[C@]1(CC[C@@H]([C@](C1CC[C@]9(C8(CC7)C)C)(C)CO)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)C)(C)C)O)O)C)O)O[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C80H130O42/c1-28-42(86)51(95)56(100)65(110-28)108-25-37-49(93)53(97)64(121-68-57(101)52(96)48(92)36(21-81)113-68)73(114-37)115-38-26-109-67(55(99)50(38)94)118-61-44(88)30(3)112-70(59(61)103)120-63-47(91)35(85)24-107-72(63)122-74(104)80-18-16-75(4,5)20-32(80)31-10-11-40-76(6)14-13-41(77(7,27-82)39(76)12-15-79(40,9)78(31,8)17-19-80)116-71-62(46(90)34(84)23-106-71)119-69-58(102)60(43(87)29(2)111-69)117-66-54(98)45(89)33(83)22-105-66/h10,28-30,32-73,81-103H,11-27H2,1-9H3/t28-,29-,30-,32?,33+,34-,35-,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+,63+,64+,65+,66-,67-,68+,69-,70+,71-,72?,73-,76-,77+,78?,79+,80-/m0/s1
InChI Key KQZCLLYCIUQNDV-FSRFTBLVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C80H130O42
Molecular Weight 1763.90 g/mol
Exact Mass 1762.8036682 g/mol
Topological Polar Surface Area (TPSA) 649.00 Ų
XlogP -7.10
Atomic LogP (AlogP) -8.30
H-Bond Acceptor 42
H-Bond Donor 23
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4S,5S)-3-[(2R,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6bR,9S,10S,12aR)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.7891 78.91%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8775 87.75%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9518 95.18%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.5795 57.95%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7940 79.40%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7689 76.89%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8585 85.85%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.6646 66.46%
Androgen receptor binding + 0.7515 75.15%
Thyroid receptor binding + 0.7139 71.39%
Glucocorticoid receptor binding + 0.7960 79.60%
Aromatase binding + 0.7018 70.18%
PPAR gamma + 0.8107 81.07%
Honey bee toxicity - 0.6371 63.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9411 94.11%

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 98.78% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.40% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.73% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.43% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.29% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.56% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.04% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.41% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.26% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.89% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.00% 86.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.97% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.67% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.86% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.35% 95.56%
CHEMBL5028 O14672 ADAM10 83.21% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.85% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.29% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.24% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.52% 96.90%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.26% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.54% 97.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.36% 89.05%
CHEMBL1871 P10275 Androgen Receptor 80.11% 96.43%

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.
Sapindus mukorossi

Cross-Links

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PubChem 11968921
NPASS NPC158650