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Methyl 3-[3-[5-acetyloxy-6-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-9-hydroxy-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-hydroxypropanoate

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 4f65d1c8-26fe-49cf-b74b-287dfdb53cc2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl 3-[3-[5-acetyloxy-6-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-9-hydroxy-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-hydroxypropanoate
SMILES (Canonical) CC(=C)C1CC(C2(C(C1(C)C(CC(=O)OC)O)CCC3(C2=CCC3C4CC(C(OC4)(C(C)(C)O)O)OC(=O)C)C)C)O
SMILES (Isomeric) CC(=C)C1CC(C2(C(C1(C)C(CC(=O)OC)O)CCC3(C2=CCC3C4CC(C(OC4)(C(C)(C)O)O)OC(=O)C)C)C)O
InChI InChI=1S/C33H52O9/c1-18(2)22-15-25(35)32(8)23-11-10-21(20-14-27(42-19(3)34)33(39,41-17-20)29(4,5)38)30(23,6)13-12-24(32)31(22,7)26(36)16-28(37)40-9/h11,20-22,24-27,35-36,38-39H,1,10,12-17H2,2-9H3
InChI Key VDZOAKVFCQHFIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O9
Molecular Weight 592.80 g/mol
Exact Mass 592.36113323 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 3-[3-[5-acetyloxy-6-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-9-hydroxy-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-hydroxypropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9561 95.61%
Caco-2 - 0.7921 79.21%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8765 87.65%
OATP2B1 inhibitior - 0.7176 71.76%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior + 0.8972 89.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.8358 83.58%
P-glycoprotein inhibitior + 0.7034 70.34%
P-glycoprotein substrate + 0.6798 67.98%
CYP3A4 substrate + 0.7520 75.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition - 0.7014 70.14%
CYP2C9 inhibition - 0.7342 73.42%
CYP2C19 inhibition - 0.8375 83.75%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8015 80.15%
CYP2C8 inhibition + 0.6948 69.48%
CYP inhibitory promiscuity - 0.9349 93.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6609 66.09%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.5183 51.83%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6728 67.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6537 65.37%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.8911 89.11%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6090 60.90%
Acute Oral Toxicity (c) I 0.6080 60.80%
Estrogen receptor binding + 0.6473 64.73%
Androgen receptor binding + 0.7319 73.19%
Thyroid receptor binding + 0.5227 52.27%
Glucocorticoid receptor binding + 0.7177 71.77%
Aromatase binding + 0.7010 70.10%
PPAR gamma + 0.6050 60.50%
Honey bee toxicity - 0.6469 64.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9913 99.13%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.42% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.94% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.41% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.98% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 92.01% 91.19%
CHEMBL5028 O14672 ADAM10 91.94% 97.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.91% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.36% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.53% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.17% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.50% 93.56%
CHEMBL2581 P07339 Cathepsin D 87.48% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.41% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.16% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.03% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.96% 96.90%
CHEMBL1871 P10275 Androgen Receptor 84.38% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.75% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.47% 97.14%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.17% 94.97%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.50% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.11% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 82.05% 93.18%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.98% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.91% 94.33%

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.
Trichilia emetica

Cross-Links

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PubChem 73797355
LOTUS LTS0154306
wikiData Q105284460