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[(1R,2R,4R,5S,6S,7R,8R,9R,12S,13S)-5,12-diacetyloxy-4,13-dihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

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 332eb22e-2e01-4297-806b-59d1b9d30d0e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2R,4R,5S,6S,7R,8R,9R,12S,13S)-5,12-diacetyloxy-4,13-dihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1(CCC(C(CC2C3C(C1O2)C(C(C(C3=C)O)OC(=O)C)C(C)C)(C)O)OC(=O)C)C
SMILES (Isomeric) CCCC(=O)O[C@@]1(CC[C@@H]([C@@](C[C@@H]2[C@@H]3[C@H]([C@H]1O2)[C@@H]([C@@H]([C@@H](C3=C)O)OC(=O)C)C(C)C)(C)O)OC(=O)C)C
InChI InChI=1S/C28H44O9/c1-9-10-20(31)37-28(8)12-11-19(34-16(5)29)27(7,33)13-18-22-15(4)24(32)25(35-17(6)30)21(14(2)3)23(22)26(28)36-18/h14,18-19,21-26,32-33H,4,9-13H2,1-3,5-8H3/t18-,19+,21+,22-,23-,24-,25+,26-,27+,28-/m1/s1
InChI Key ALMWCLGZQSLHCM-IALIXLAVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O9
Molecular Weight 524.60 g/mol
Exact Mass 524.29853298 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4R,5S,6S,7R,8R,9R,12S,13S)-5,12-diacetyloxy-4,13-dihydroxy-9,13-dimethyl-3-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.7570 75.70%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7294 72.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8191 81.91%
OATP1B3 inhibitior + 0.8382 83.82%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8393 83.93%
P-glycoprotein inhibitior + 0.6570 65.70%
P-glycoprotein substrate + 0.5857 58.57%
CYP3A4 substrate + 0.6895 68.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8554 85.54%
CYP3A4 inhibition + 0.8165 81.65%
CYP2C9 inhibition - 0.5431 54.31%
CYP2C19 inhibition - 0.5871 58.71%
CYP2D6 inhibition - 0.9262 92.62%
CYP1A2 inhibition - 0.6775 67.75%
CYP2C8 inhibition + 0.5274 52.74%
CYP inhibitory promiscuity - 0.8007 80.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5941 59.41%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9021 90.21%
Skin irritation + 0.5965 59.65%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition - 0.6062 60.62%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6111 61.11%
skin sensitisation - 0.8177 81.77%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6079 60.79%
Acute Oral Toxicity (c) I 0.3424 34.24%
Estrogen receptor binding + 0.7836 78.36%
Androgen receptor binding + 0.5563 55.63%
Thyroid receptor binding - 0.5113 51.13%
Glucocorticoid receptor binding + 0.7000 70.00%
Aromatase binding + 0.7312 73.12%
PPAR gamma + 0.6489 64.89%
Honey bee toxicity - 0.8020 80.20%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9966 99.66%

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 98.48% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.85% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.89% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.23% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.28% 85.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 92.15% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 91.93% 91.19%
CHEMBL2581 P07339 Cathepsin D 91.65% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.03% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.81% 92.62%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.23% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.26% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.91% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.22% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.20% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.03% 95.50%
CHEMBL1871 P10275 Androgen Receptor 85.66% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL204 P00734 Thrombin 85.09% 96.01%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.46% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.35% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.28% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.75% 97.28%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.62% 89.50%
CHEMBL226 P30542 Adenosine A1 receptor 81.56% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.11% 94.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.40% 92.78%
CHEMBL255 P29275 Adenosine A2b receptor 80.20% 98.59%

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.
There are no matching plants.

Cross-Links

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PubChem 73352324
LOTUS LTS0178371
wikiData Q104914209