PlantaeDB Logo
Login Sign-up

[(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-5-acetyloxy-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl] 3-methylbut-2-enoate

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

Top
Internal ID 4f8a0a8f-24d3-42b4-8c3a-078c09b13ffc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-5-acetyloxy-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6=C7C5C(=C(C)C(=O)OC)C(=O)C(C7(C8C6C8)C)O)OC(=O)C)C)O)C
SMILES (Isomeric) CC(=CC(=O)O[C@@]1([C@H]2C[C@H]2[C@]3([C@H]1CC4=C(C(=O)O[C@]45[C@H]3CC6=C7[C@@H]5/C(=C(\C)/C(=O)OC)/C(=O)[C@@H]([C@]7([C@H]8[C@@H]6C8)C)O)OC(=O)C)C)O)C
InChI InChI=1S/C36H40O11/c1-13(2)8-24(38)46-36(43)20-11-19(20)33(5)22-10-17-16-9-18(16)34(6)26(17)27(25(28(39)30(34)40)14(3)31(41)44-7)35(22)21(12-23(33)36)29(32(42)47-35)45-15(4)37/h8,16,18-20,22-23,27,30,40,43H,9-12H2,1-7H3/b25-14-/t16-,18-,19-,20+,22+,23-,27+,30+,33-,34+,35+,36-/m1/s1
InChI Key FKKCNMKEJXNUFG-BRNBVEMMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H40O11
Molecular Weight 648.70 g/mol
Exact Mass 648.25706209 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,8R,9R,10S,12R,13R,14S,17S,19R,20S,21R,23Z)-5-acetyloxy-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl] 3-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.8062 80.62%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7846 78.46%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.8636 86.36%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9824 98.24%
P-glycoprotein inhibitior + 0.8201 82.01%
P-glycoprotein substrate + 0.6772 67.72%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 0.8132 81.32%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.5990 59.90%
CYP2C9 inhibition - 0.6847 68.47%
CYP2C19 inhibition - 0.7635 76.35%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition - 0.6203 62.03%
CYP2C8 inhibition + 0.6835 68.35%
CYP inhibitory promiscuity - 0.6626 66.26%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4349 43.49%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6299 62.99%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5550 55.50%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7584 75.84%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.8789 87.89%
Acute Oral Toxicity (c) I 0.3642 36.42%
Estrogen receptor binding + 0.8077 80.77%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.8046 80.46%
Aromatase binding + 0.7475 74.75%
PPAR gamma + 0.7847 78.47%
Honey bee toxicity - 0.5778 57.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.17% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.25% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.20% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.71% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.10% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.52% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.94% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.91% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 86.70% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.04% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 85.16% 98.03%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.83% 95.58%
CHEMBL1902 P62942 FK506-binding protein 1A 80.40% 97.05%

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.
Chloranthus fortunei

Cross-Links

Top
PubChem 101865169
LOTUS LTS0186279
wikiData Q104996655