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[(1R,2S,3S,4R,6R,7S,8S,9S,10R)-6-acetyloxy-7,9-dihydroxy-1,7-dimethyl-2,8-bis[[(Z)-2-methylbut-2-enoyl]oxy]-4-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] (2R)-2-methylbutanoate

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 bae202ab-1a00-4979-823f-5798d10626b0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1R,2S,3S,4R,6R,7S,8S,9S,10R)-6-acetyloxy-7,9-dihydroxy-1,7-dimethyl-2,8-bis[[(Z)-2-methylbut-2-enoyl]oxy]-4-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(CC(C(C(C(C2C(C1OC(=O)C(=CC)C)(O2)C)O)OC(=O)C(=CC)C)(C)O)OC(=O)C)C(=C)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@H](C[C@H]([C@]([C@H]([C@H]([C@@H]2[C@]([C@H]1OC(=O)/C(=C\C)/C)(O2)C)O)OC(=O)/C(=C\C)/C)(C)O)OC(=O)C)C(=C)C
InChI InChI=1S/C32H48O11/c1-12-17(6)28(35)40-24-21(16(4)5)15-22(39-20(9)33)31(10,38)25(41-29(36)18(7)13-2)23(34)26-32(11,43-26)27(24)42-30(37)19(8)14-3/h13-14,17,21-27,34,38H,4,12,15H2,1-3,5-11H3/b18-13-,19-14-/t17-,21-,22-,23-,24+,25+,26-,27+,31+,32-/m1/s1
InChI Key YJSRUVLMESOVTP-RBCCHNGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O11
Molecular Weight 608.70 g/mol
Exact Mass 608.31966234 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4R,6R,7S,8S,9S,10R)-6-acetyloxy-7,9-dihydroxy-1,7-dimethyl-2,8-bis[[(Z)-2-methylbut-2-enoyl]oxy]-4-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9602 96.02%
Caco-2 - 0.7906 79.06%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4495 44.95%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8695 86.95%
OATP1B3 inhibitior + 0.9157 91.57%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8950 89.50%
P-glycoprotein inhibitior + 0.8168 81.68%
P-glycoprotein substrate - 0.5672 56.72%
CYP3A4 substrate + 0.6709 67.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7790 77.90%
CYP2C19 inhibition - 0.7249 72.49%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.7690 76.90%
CYP2C8 inhibition - 0.6255 62.55%
CYP inhibitory promiscuity - 0.8833 88.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.5955 59.55%
Eye corrosion - 0.9795 97.95%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.6146 61.46%
Skin corrosion - 0.9132 91.32%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5993 59.93%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5451 54.51%
skin sensitisation - 0.6675 66.75%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4885 48.85%
Estrogen receptor binding + 0.7508 75.08%
Androgen receptor binding + 0.6120 61.20%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.7393 73.93%
Aromatase binding + 0.6557 65.57%
PPAR gamma + 0.7198 71.98%
Honey bee toxicity - 0.6446 64.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 0.9683 96.83%

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 98.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.83% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.74% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 93.24% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.57% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.48% 91.24%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.64% 97.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.58% 96.77%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.39% 95.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.35% 89.50%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.59% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.29% 92.62%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.21% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.20% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.93% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.25% 89.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.99% 82.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.73% 96.47%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.04% 97.28%
CHEMBL221 P23219 Cyclooxygenase-1 83.96% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.51% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.69% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.67% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.70% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.33% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.27% 97.29%

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.
Kleinia fulgens

Cross-Links

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PubChem 163031675
LOTUS LTS0189621
wikiData Q105349461