methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-acetyloxy-9-(acetyloxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

Top
Internal ID 45b91843-1a20-4181-9363-a86368f86c79
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-acetyloxy-9-(acetyloxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)COC(=O)C)OC(=O)C)C)C)C2C1C)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(CC[C@@H]([C@@]5(C)COC(=O)C)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C(=O)OC
InChI InChI=1S/C35H54O6/c1-21-12-17-35(30(38)39-9)19-18-33(7)25(29(35)22(21)2)10-11-27-31(5)15-14-28(41-24(4)37)32(6,20-40-23(3)36)26(31)13-16-34(27,33)8/h10,21-22,26-29H,11-20H2,1-9H3/t21-,22+,26-,27-,28+,29+,31+,32+,33-,34-,35+/m1/s1
InChI Key GYTWRCCMUBADBT-JIVRKBIFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H54O6
Molecular Weight 570.80 g/mol
Exact Mass 570.39203944 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.29
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-acetyloxy-9-(acetyloxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 - 0.7103 71.03%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8639 86.39%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8009 80.09%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9094 90.94%
P-glycoprotein inhibitior + 0.8017 80.17%
P-glycoprotein substrate - 0.6421 64.21%
CYP3A4 substrate + 0.7018 70.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8353 83.53%
CYP2C9 inhibition - 0.8728 87.28%
CYP2C19 inhibition - 0.8672 86.72%
CYP2D6 inhibition - 0.9586 95.86%
CYP1A2 inhibition - 0.8023 80.23%
CYP2C8 inhibition + 0.6991 69.91%
CYP inhibitory promiscuity - 0.8425 84.25%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8920 89.20%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.6116 61.16%
Skin corrosion - 0.9781 97.81%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6612 66.12%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8726 87.26%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6183 61.83%
Acute Oral Toxicity (c) III 0.7671 76.71%
Estrogen receptor binding + 0.7463 74.63%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding + 0.5746 57.46%
Glucocorticoid receptor binding + 0.7969 79.69%
Aromatase binding + 0.7122 71.22%
PPAR gamma + 0.7134 71.34%
Honey bee toxicity - 0.7765 77.65%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9953 99.53%

Targets

Top

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 97.53% 96.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 96.50% 91.65%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.78% 94.45%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.56% 85.30%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.17% 82.69%
CHEMBL5028 O14672 ADAM10 86.23% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.06% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.82% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.48% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.42% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.22% 98.95%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 81.17% 98.57%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.09% 91.07%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.39% 96.90%

Plants that contains it

Top
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.
Eucalyptus globulus
Hedyotis lawsoniae

Cross-Links

Top
PubChem 13890859
LOTUS LTS0064221
wikiData Q105024169