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[(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-2,3-diacetyloxy-10,13-dimethyl-17-[(2R)-6-methyl-5-propan-2-ylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

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 89a12621-1e6e-4d3d-a5e8-4164e56e315f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-2,3-diacetyloxy-10,13-dimethyl-17-[(2R)-6-methyl-5-propan-2-ylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical) CC(C)C(CCC(C)C1CCC2C1(CCC3C2CC(C4C3(CC(C(C4)OC(=O)C)OC(=O)C)C)OC(=O)C)C)C(C)C
SMILES (Isomeric) C[C@H](CCC(C(C)C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]([C@@H]4[C@@]3(C[C@@H]([C@H](C4)OC(=O)C)OC(=O)C)C)OC(=O)C)C
InChI InChI=1S/C36H60O6/c1-20(2)26(21(3)4)12-11-22(5)28-13-14-29-27-17-32(40-23(6)37)31-18-33(41-24(7)38)34(42-25(8)39)19-36(31,10)30(27)15-16-35(28,29)9/h20-22,26-34H,11-19H2,1-10H3/t22-,27+,28-,29+,30+,31-,32+,33+,34+,35-,36-/m1/s1
InChI Key VBJJYGKCLGLRQY-KFGRNSCYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H60O6
Molecular Weight 588.90 g/mol
Exact Mass 588.43898963 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 9.80
Atomic LogP (AlogP) 8.00
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-2,3-diacetyloxy-10,13-dimethyl-17-[(2R)-6-methyl-5-propan-2-ylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.7858 78.58%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8157 81.57%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9225 92.25%
P-glycoprotein inhibitior + 0.7765 77.65%
P-glycoprotein substrate - 0.6422 64.22%
CYP3A4 substrate + 0.7399 73.99%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8507 85.07%
CYP3A4 inhibition - 0.8180 81.80%
CYP2C9 inhibition - 0.8606 86.06%
CYP2C19 inhibition - 0.8756 87.56%
CYP2D6 inhibition - 0.9672 96.72%
CYP1A2 inhibition - 0.9600 96.00%
CYP2C8 inhibition - 0.7007 70.07%
CYP inhibitory promiscuity - 0.9241 92.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6726 67.26%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.5824 58.24%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4824 48.24%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7391 73.91%
skin sensitisation - 0.7858 78.58%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6185 61.85%
Acute Oral Toxicity (c) III 0.6694 66.94%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.6606 66.06%
Thyroid receptor binding - 0.5546 55.46%
Glucocorticoid receptor binding + 0.7111 71.11%
Aromatase binding + 0.6730 67.30%
PPAR gamma + 0.6691 66.91%
Honey bee toxicity - 0.6691 66.91%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9946 99.46%

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 98.31% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.16% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.04% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.66% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.43% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.63% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.47% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 87.68% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 87.45% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.30% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.03% 96.38%
CHEMBL3837 P07711 Cathepsin L 84.38% 96.61%
CHEMBL2581 P07339 Cathepsin D 83.70% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.41% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.65% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.65% 94.33%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.55% 99.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.89% 99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162998670
LOTUS LTS0269610
wikiData Q105283277