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[(2R,3S,5S)-6-[[(2S,3S,5S)-6-(acetyloxymethyl)-2,3,4-trihydroxy-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-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 1aee4f40-cfea-4f0f-8509-e2ed78d6ad14
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,5S)-6-[[(2S,3S,5S)-6-(acetyloxymethyl)-2,3,4-trihydroxy-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)(O)OCC3C(C(C(C(O3)(O)OC(=O)C4CC(CC5C4CCC6(C5=CCC7C6(CCC8C7(CCC(C8(C)CO)OC9(C(C(C(C(O9)C)O)O)O)C1C(C(C(CO1)O)O)O)C)C)C)(C)C)O)O)O)COC(=O)C)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@@H]2C(O[C@@]([C@H](C2O)O)(O)OCC3[C@H](C([C@@H]([C@](O3)(O)OC(=O)[C@@H]4CC(C[C@@H]5C4CC[C@@]6(C5=CCC7[C@]6(CCC8[C@@]7(CC[C@@H]([C@@]8(C)CO)OC9([C@H]([C@H]([C@@H]([C@H](O9)C)O)O)O)C1[C@@H]([C@@H]([C@H](CO1)O)O)O)C)C)C)(C)C)O)O)O)COC(=O)C)O)O)O
InChI InChI=1S/C61H98O29/c1-24-37(65)41(69)45(73)53(84-24)85-47-33(21-81-26(3)63)88-60(79,50(77)46(47)74)83-22-32-40(68)43(71)49(76)61(80,87-32)90-52(78)29-19-54(4,5)18-28-27(29)12-16-57(8)30(28)10-11-35-55(6)15-14-36(56(7,23-62)34(55)13-17-58(35,57)9)89-59(48(75)42(70)38(66)25(2)86-59)51-44(72)39(67)31(64)20-82-51/h10,24-25,27-29,31-51,53,62,64-77,79-80H,11-23H2,1-9H3/t24-,25-,27?,28-,29-,31+,32?,33?,34?,35?,36+,37-,38-,39-,40-,41+,42+,43?,44-,45+,46?,47-,48+,49+,50+,51?,53?,55+,56+,57-,58-,59?,60+,61-/m1/s1
InChI Key BAXKYNXVPZUFNP-UFYBABIJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C61H98O29
Molecular Weight 1295.40 g/mol
Exact Mass 1294.61937708 g/mol
Topological Polar Surface Area (TPSA) 470.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -4.09
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,5S)-6-[[(2S,3S,5S)-6-(acetyloxymethyl)-2,3,4-trihydroxy-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8665 86.65%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8843 88.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8074 80.74%
OATP1B3 inhibitior - 0.2646 26.46%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7526 75.26%
BSEP inhibitior + 0.9417 94.17%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.7550 75.50%
CYP3A4 substrate + 0.7523 75.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.7512 75.12%
CYP2C9 inhibition - 0.8419 84.19%
CYP2C19 inhibition - 0.8851 88.51%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.8762 87.62%
CYP2C8 inhibition + 0.8359 83.59%
CYP inhibitory promiscuity - 0.9457 94.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5953 59.53%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.6599 65.99%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7691 76.91%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7032 70.32%
skin sensitisation - 0.8869 88.69%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6522 65.22%
Estrogen receptor binding + 0.7221 72.21%
Androgen receptor binding + 0.7771 77.71%
Thyroid receptor binding + 0.6846 68.46%
Glucocorticoid receptor binding + 0.7994 79.94%
Aromatase binding + 0.7225 72.25%
PPAR gamma + 0.8207 82.07%
Honey bee toxicity - 0.6139 61.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9744 97.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.72% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.06% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 92.23% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.14% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.61% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.98% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.16% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.37% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.76% 95.17%
CHEMBL5028 O14672 ADAM10 86.28% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.87% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.24% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.55% 96.90%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.39% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.35% 93.00%
CHEMBL4822 P56817 Beta-secretase 1 84.29% 97.35%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.15% 96.77%
CHEMBL259 P32245 Melanocortin receptor 4 83.47% 95.38%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.11% 92.78%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.12% 97.53%
CHEMBL340 P08684 Cytochrome P450 3A4 81.18% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.87% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.17% 95.56%

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.
Oreopanax guatemalensis

Cross-Links

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PubChem 162817459
LOTUS LTS0071827
wikiData Q105015388