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methyl (2R,3R,4S)-2-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-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 ac0295f0-b26e-4fc4-9d57-705c37e5e9c6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,3R,4S)-2-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C=C(O6)C(=O)OC)O)O)O)C)C)C2C1)C)C(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)(C[C@@H]([C@@H]([C@@]3(C)CO)O[C@H]6[C@@H]([C@H](C=C(O6)C(=O)OC)O)O)O)C
InChI InChI=1S/C38H58O10/c1-33(2)13-15-38(32(44)46-8)16-14-36(5)21(22(38)18-33)9-10-27-34(3)19-24(41)29(35(4,20-39)26(34)11-12-37(27,36)6)48-31-28(42)23(40)17-25(47-31)30(43)45-7/h9,17,22-24,26-29,31,39-42H,10-16,18-20H2,1-8H3/t22-,23-,24-,26+,27+,28+,29-,31-,34-,35-,36+,37+,38-/m0/s1
InChI Key TWSDPYIVNRLSIQ-ANRMJACDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O10
Molecular Weight 674.90 g/mol
Exact Mass 674.40299804 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,3R,4S)-2-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8994 89.94%
Caco-2 - 0.8506 85.06%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8760 87.60%
OATP2B1 inhibitior - 0.8662 86.62%
OATP1B1 inhibitior + 0.8260 82.60%
OATP1B3 inhibitior + 0.8761 87.61%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.5292 52.92%
BSEP inhibitior + 0.5980 59.80%
P-glycoprotein inhibitior + 0.7878 78.78%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7133 71.33%
CYP2C9 substrate - 0.8033 80.33%
CYP2D6 substrate - 0.8806 88.06%
CYP3A4 inhibition - 0.5625 56.25%
CYP2C9 inhibition - 0.8662 86.62%
CYP2C19 inhibition - 0.8853 88.53%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.6684 66.84%
CYP2C8 inhibition + 0.7049 70.49%
CYP inhibitory promiscuity - 0.9552 95.52%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6235 62.35%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9170 91.70%
Skin irritation - 0.5248 52.48%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3892 38.92%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8826 88.26%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5557 55.57%
Acute Oral Toxicity (c) III 0.7460 74.60%
Estrogen receptor binding + 0.7243 72.43%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding - 0.5835 58.35%
Glucocorticoid receptor binding + 0.7719 77.19%
Aromatase binding + 0.7133 71.33%
PPAR gamma + 0.7029 70.29%
Honey bee toxicity - 0.7839 78.39%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9486 94.86%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.20% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.17% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.40% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.15% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.12% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.99% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.74% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.15% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.43% 90.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.89% 96.90%
CHEMBL340 P08684 Cytochrome P450 3A4 82.88% 91.19%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.27% 91.65%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.95% 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.
Castanospermum australe

Cross-Links

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PubChem 162974342
LOTUS LTS0143914
wikiData Q105266058