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6-[[8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,5-dihydroxy-4-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxane-2-carboxylic acid

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 294d1640-f4ab-4115-9721-e1882b393ca5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name 6-[[8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,5-dihydroxy-4-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC3C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OCC6C(C(C(C(O6)C(=O)O)O)OCC7C(C(C(C(O7)O)O)O)O)O)C)C)C2CC1(C)C)O)COC(=O)C)O
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C2(C(CC3C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OCC6C(C(C(C(O6)C(=O)O)O)OCC7C(C(C(C(O7)O)O)O)O)O)C)C)C2CC1(C)C)O)COC(=O)C)O
InChI InChI=1S/C49H76O19/c1-9-22(2)43(61)68-41-40(58)49(21-65-23(3)51)26(17-45(41,4)5)24-10-11-29-46(6,25(24)16-31(49)52)14-12-30-47(29,7)15-13-32(48(30,8)20-50)63-18-28-34(54)38(37(57)39(66-28)42(59)60)64-19-27-33(53)35(55)36(56)44(62)67-27/h9-10,25-41,44,50,52-58,62H,11-21H2,1-8H3,(H,59,60)
InChI Key SGSUBNAAZPQBQZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O19
Molecular Weight 969.10 g/mol
Exact Mass 968.49808019 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,5-dihydroxy-4-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9681 96.81%
P-glycoprotein inhibitior + 0.7528 75.28%
P-glycoprotein substrate + 0.6424 64.24%
CYP3A4 substrate + 0.7354 73.54%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7752 77.52%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7348 73.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7509 75.09%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6549 65.49%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.5587 55.87%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.7218 72.18%
Thyroid receptor binding + 0.5557 55.57%
Glucocorticoid receptor binding + 0.8031 80.31%
Aromatase binding + 0.6446 64.46%
PPAR gamma + 0.8231 82.31%
Honey bee toxicity - 0.6438 64.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.57% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.59% 97.25%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 93.36% 91.65%
CHEMBL221 P23219 Cyclooxygenase-1 91.53% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.02% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.89% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.43% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.62% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.23% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.19% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.92% 93.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.14% 95.93%
CHEMBL5028 O14672 ADAM10 82.85% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.83% 99.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.41% 94.23%
CHEMBL5957 P21589 5'-nucleotidase 82.10% 97.78%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.50% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 80.65% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.56% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.41% 91.24%

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.
Gymnema sylvestre

Cross-Links

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PubChem 163007041
LOTUS LTS0240098
wikiData Q105252586