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[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-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]methyl (E)-2-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

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Internal ID 2f6545dd-7773-43e9-9ee1-9eb66cc896d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-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]methyl (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1(C2CC2C3(C1CC4=C(C(=O)OC45C3CC6=C7C5C(=C(C)C(=O)OC)C(=O)C(C7(C8C6C8)C)O)C)C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)OC[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)C)C)O
InChI InChI=1S/C36H42O9/c1-8-14(2)30(39)44-13-35(42)22-11-21(22)33(5)23(35)12-19-15(3)32(41)45-36(19)24(33)10-18-17-9-20(17)34(6)26(18)27(36)25(28(37)29(34)38)16(4)31(40)43-7/h8,17,20-24,27,29,38,42H,9-13H2,1-7H3/b14-8+,25-16-/t17-,20-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1
InChI Key TUNYYJHZXJEAHU-AGBNGXIVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O9
Molecular Weight 618.70 g/mol
Exact Mass 618.28288291 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.54
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-5,13,20-trimethyl-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]methyl (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.7934 79.34%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8266 82.66%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.8998 89.98%
P-glycoprotein inhibitior + 0.7783 77.83%
P-glycoprotein substrate + 0.6650 66.50%
CYP3A4 substrate + 0.7406 74.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.5318 53.18%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9260 92.60%
CYP1A2 inhibition - 0.8132 81.32%
CYP2C8 inhibition + 0.6382 63.82%
CYP inhibitory promiscuity - 0.7654 76.54%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5433 54.33%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.5614 56.14%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5402 54.02%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6051 60.51%
skin sensitisation - 0.8611 86.11%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.7856 78.56%
Acute Oral Toxicity (c) III 0.4828 48.28%
Estrogen receptor binding + 0.7953 79.53%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding + 0.7885 78.85%
Aromatase binding + 0.7533 75.33%
PPAR gamma + 0.7571 75.71%
Honey bee toxicity - 0.5563 55.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9808 98.08%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 91.21% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.42% 89.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.77% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 89.39% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.07% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.26% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.65% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.62% 96.95%
CHEMBL299 P17252 Protein kinase C alpha 87.08% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.86% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.71% 86.33%
CHEMBL5028 O14672 ADAM10 85.09% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.22% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.20% 82.69%
CHEMBL3401 O75469 Pregnane X receptor 83.76% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.15% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.12% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.68% 97.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.23% 97.53%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.79% 93.03%

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.
Sarcandra glabra

Cross-Links

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PubChem 44627380
NPASS NPC15095
ChEMBL CHEMBL1077056
LOTUS LTS0018035
wikiData Q105264892