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[(1R,2S,3R,6R,7R,8R,9S,12S)-3-acetyloxy-12-hydroxy-3,9-dimethyl-13-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 c49b1317-efe7-4ef6-b8ee-ad75abfdd171
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2S,3R,6R,7R,8R,9S,12S)-3-acetyloxy-12-hydroxy-3,9-dimethyl-13-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1(CCC(C(=C)CC2C3C(C1O2)C(CCC3(C)OC(=O)C)C(C)C)O)C
SMILES (Isomeric) CCCC(=O)O[C@]1(CC[C@@H](C(=C)C[C@@H]2[C@@H]3[C@H]([C@H]1O2)[C@H](CC[C@@]3(C)OC(=O)C)C(C)C)O)C
InChI InChI=1S/C26H42O6/c1-8-9-21(29)32-26(7)13-11-19(28)16(4)14-20-23-22(24(26)30-20)18(15(2)3)10-12-25(23,6)31-17(5)27/h15,18-20,22-24,28H,4,8-14H2,1-3,5-7H3/t18-,19+,20-,22-,23-,24-,25-,26+/m1/s1
InChI Key UKQZTSVTMXZKLS-IPPYSPQKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O6
Molecular Weight 450.60 g/mol
Exact Mass 450.29813906 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,6R,7R,8R,9S,12S)-3-acetyloxy-12-hydroxy-3,9-dimethyl-13-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 + 0.9944 99.44%
Caco-2 - 0.5943 59.43%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8460 84.60%
OATP1B3 inhibitior + 0.8174 81.74%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7519 75.19%
P-glycoprotein inhibitior - 0.4548 45.48%
P-glycoprotein substrate + 0.5232 52.32%
CYP3A4 substrate + 0.6652 66.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8400 84.00%
CYP3A4 inhibition + 0.7346 73.46%
CYP2C9 inhibition - 0.5821 58.21%
CYP2C19 inhibition - 0.6566 65.66%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.7397 73.97%
CYP2C8 inhibition - 0.6254 62.54%
CYP inhibitory promiscuity - 0.8877 88.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6246 62.46%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9332 93.32%
Skin irritation + 0.5646 56.46%
Skin corrosion - 0.9154 91.54%
Ames mutagenesis - 0.7824 78.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4923 49.23%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5805 58.05%
skin sensitisation - 0.7806 78.06%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6205 62.05%
Acute Oral Toxicity (c) III 0.3688 36.88%
Estrogen receptor binding + 0.8569 85.69%
Androgen receptor binding + 0.6355 63.55%
Thyroid receptor binding + 0.6380 63.80%
Glucocorticoid receptor binding + 0.8146 81.46%
Aromatase binding + 0.7698 76.98%
PPAR gamma + 0.6140 61.40%
Honey bee toxicity - 0.8124 81.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9960 99.60%

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 98.08% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.50% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.58% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.57% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.47% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.77% 94.80%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.75% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.64% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.27% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.23% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.16% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.80% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.47% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.42% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.14% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 83.74% 98.59%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.49% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.37% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.02% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.05% 89.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.03% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 81.70% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.54% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.42% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.16% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.08% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.98% 95.89%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.94% 97.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.75% 92.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.35% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 80.04% 98.03%

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.
There are no matching plants.

Cross-Links

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PubChem 162992195
LOTUS LTS0264598
wikiData Q105274832