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[(1S,2S,3S,4R,6R,7S,8S,10S)-6,7-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 83a18d43-fc58-471c-80f7-327312a3a797
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2S,3S,4R,6R,7S,8S,10S)-6,7-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(CC2C(C1OC(=O)C(=CC)C)(O2)C)OC(=O)C(=CC)C)(C)O)O)C(=C)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@H](C[C@H]([C@]([C@H](C[C@H]2[C@@]([C@H]1OC(=O)/C(=C\C)/C)(O2)C)OC(=O)/C(=C\C)/C)(C)O)O)C(=C)C
InChI InChI=1S/C30H46O9/c1-11-17(6)26(32)36-22-15-23-30(10,39-23)25(38-28(34)19(8)13-3)24(37-27(33)18(7)12-2)20(16(4)5)14-21(31)29(22,9)35/h11,13,18,20-25,31,35H,4,12,14-15H2,1-3,5-10H3/b17-11-,19-13-/t18-,20-,21-,22+,23+,24+,25+,29+,30+/m1/s1
InChI Key NLVJEJJSYMKFKV-YGWRCXRRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O9
Molecular Weight 550.70 g/mol
Exact Mass 550.31418304 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,4R,6R,7S,8S,10S)-6,7-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 + 0.9601 96.01%
Caco-2 - 0.7428 74.28%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5098 50.98%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.8982 89.82%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9068 90.68%
P-glycoprotein inhibitior + 0.7634 76.34%
P-glycoprotein substrate - 0.5507 55.07%
CYP3A4 substrate + 0.6642 66.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8938 89.38%
CYP3A4 inhibition + 0.7542 75.42%
CYP2C9 inhibition - 0.7272 72.72%
CYP2C19 inhibition - 0.6272 62.72%
CYP2D6 inhibition - 0.9273 92.73%
CYP1A2 inhibition - 0.7046 70.46%
CYP2C8 inhibition - 0.6509 65.09%
CYP inhibitory promiscuity - 0.9508 95.08%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.6416 64.16%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.5843 58.43%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4892 48.92%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5857 58.57%
skin sensitisation - 0.7601 76.01%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7232 72.32%
Acute Oral Toxicity (c) III 0.4311 43.11%
Estrogen receptor binding + 0.7516 75.16%
Androgen receptor binding + 0.5978 59.78%
Thyroid receptor binding - 0.4915 49.15%
Glucocorticoid receptor binding + 0.7337 73.37%
Aromatase binding + 0.6901 69.01%
PPAR gamma + 0.6606 66.06%
Honey bee toxicity - 0.6199 61.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9847 98.47%

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 99.00% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.83% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.33% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 94.13% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.01% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.06% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.58% 98.75%
CHEMBL2581 P07339 Cathepsin D 90.78% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.53% 91.24%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.81% 97.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.35% 95.71%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.12% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.18% 89.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.99% 96.47%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.94% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.19% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.61% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.17% 89.34%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.22% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.09% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.82% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.75% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.21% 97.79%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.69% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.92% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.06% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.00% 95.93%

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 162975067
LOTUS LTS0243768
wikiData Q105181596