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6-[[8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-8a-(2-methylbut-2-enoyloxymethyl)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-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 cb13d881-9105-4aae-a643-b50f2b9c4379
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name 6-[[8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-8a-(2-methylbut-2-enoyloxymethyl)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OCC12C(CC3C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OCC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C1CC(C(C2O)OC(=O)C(=CC)C)(C)C)O
SMILES (Isomeric) CC=C(C)C(=O)OCC12C(CC3C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OCC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C1CC(C(C2O)OC(=O)C(=CC)C)(C)C)O
InChI InChI=1S/C46H70O14/c1-10-23(3)40(55)58-22-46-27(19-42(5,6)38(37(46)52)60-41(56)24(4)11-2)25-12-13-29-43(7,26(25)18-31(46)48)16-14-30-44(29,8)17-15-32(45(30,9)21-47)57-20-28-33(49)34(50)35(51)36(59-28)39(53)54/h10-12,26-38,47-52H,13-22H2,1-9H3,(H,53,54)
InChI Key KTJXAKDUJKKXGL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H70O14
Molecular Weight 847.00 g/mol
Exact Mass 846.47655690 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[8,9-dihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-10-(2-methylbut-2-enoyloxy)-8a-(2-methylbut-2-enoyloxymethyl)-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-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 + 0.8010 80.10%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8748 87.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8275 82.75%
OATP1B3 inhibitior - 0.3922 39.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.8912 89.12%
P-glycoprotein inhibitior + 0.7749 77.49%
P-glycoprotein substrate + 0.5615 56.15%
CYP3A4 substrate + 0.7278 72.78%
CYP2C9 substrate - 0.8041 80.41%
CYP2D6 substrate - 0.8965 89.65%
CYP3A4 inhibition - 0.7914 79.14%
CYP2C9 inhibition - 0.8443 84.43%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8403 84.03%
CYP2C8 inhibition + 0.7400 74.00%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6861 68.61%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.6003 60.03%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.7148 71.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6863 68.63%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6401 64.01%
Acute Oral Toxicity (c) III 0.8021 80.21%
Estrogen receptor binding + 0.7875 78.75%
Androgen receptor binding + 0.7163 71.63%
Thyroid receptor binding + 0.5278 52.78%
Glucocorticoid receptor binding + 0.8037 80.37%
Aromatase binding + 0.6635 66.35%
PPAR gamma + 0.8197 81.97%
Honey bee toxicity - 0.6618 66.18%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9649 96.49%

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 97.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.26% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.10% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.10% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.19% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.14% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.06% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.35% 83.82%
CHEMBL1871 P10275 Androgen Receptor 88.82% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.45% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.89% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.84% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.31% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.97% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.50% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.28% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 83.43% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.42% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 83.05% 92.50%
CHEMBL5028 O14672 ADAM10 82.79% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.44% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.13% 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.
Gymnema sylvestre

Cross-Links

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PubChem 162847130
LOTUS LTS0244892
wikiData Q105145817