methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-diacetyloxy-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

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Internal ID 86494e4a-cc70-4655-b3d6-3cf1f48178fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-diacetyloxy-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC(=O)C)OC(=O)C)C)C)C2C1(C)O)C)C(=O)OC
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@H](C5(C)C)OC(=O)C)OC(=O)C)C)C)[C@@H]2[C@]1(C)O)C)C(=O)OC
InChI InChI=1S/C35H54O7/c1-20-13-16-35(29(38)40-10)18-17-32(7)23(27(35)34(20,9)39)11-12-26-31(6)19-24(41-21(2)36)28(42-22(3)37)30(4,5)25(31)14-15-33(26,32)8/h11,20,24-28,39H,12-19H2,1-10H3/t20-,24-,25+,26-,27-,28-,31+,32-,33-,34-,35+/m1/s1
InChI Key YGBIXFIIAJCOLF-NRDJKUSPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O7
Molecular Weight 586.80 g/mol
Exact Mass 586.38695406 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.41
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-diacetyloxy-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,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 + 0.9904 99.04%
Caco-2 - 0.7467 74.67%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8945 89.45%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior - 0.3807 38.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.8270 82.70%
P-glycoprotein inhibitior + 0.8103 81.03%
P-glycoprotein substrate - 0.5921 59.21%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.7692 76.92%
CYP2C9 inhibition - 0.8089 80.89%
CYP2C19 inhibition - 0.8325 83.25%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.7015 70.15%
CYP2C8 inhibition + 0.5066 50.66%
CYP inhibitory promiscuity - 0.9472 94.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9563 95.63%
Carcinogenicity (trinary) Non-required 0.6736 67.36%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9650 96.50%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5101 51.01%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.6871 68.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6456 64.56%
Acute Oral Toxicity (c) III 0.5814 58.14%
Estrogen receptor binding + 0.6412 64.12%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding + 0.5531 55.31%
Glucocorticoid receptor binding + 0.7670 76.70%
Aromatase binding + 0.7473 74.73%
PPAR gamma + 0.6661 66.61%
Honey bee toxicity - 0.7438 74.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9956 99.56%

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 97.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.68% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.23% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.53% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.65% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.23% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.90% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.76% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.73% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.58% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.24% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.83% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.66% 93.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.74% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.11% 100.00%
CHEMBL4072 P07858 Cathepsin B 82.10% 93.67%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.98% 94.33%

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.
Hedyotis lawsoniae

Cross-Links

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PubChem 102240517
LOTUS LTS0171544
wikiData Q105347955