Lindenanolide F

Details

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Internal ID 2de1f3ac-da00-471b-90f2-0dd586a0c502
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,7R,9S,10R,12S)-2-hydroxy-7-[(2R,9S,10R,12S)-2-hydroxy-4,9-dimethyl-13-methylidene-5-oxo-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-7-yl]-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one
SMILES (Canonical) CC1=C2C(C3C(=C)C4CC4C3(CC2(OC1=O)C56CC7(C8CC8C(=C)C7C(C5=C(C(=O)O6)C)O)C)C)O
SMILES (Isomeric) CC1=C2[C@@H](C3C(=C)[C@H]4C[C@H]4[C@@]3(C[C@]2(OC1=O)C56C[C@]7([C@@H]8C[C@@H]8C(=C)C7[C@H](C5=C(C(=O)O6)C)O)C)C)O
InChI InChI=1S/C30H34O6/c1-11-15-7-17(15)27(5)9-29(21(23(31)19(11)27)13(3)25(33)35-29)30-10-28(6)18-8-16(18)12(2)20(28)24(32)22(30)14(4)26(34)36-30/h15-20,23-24,31-32H,1-2,7-10H2,3-6H3/t15-,16-,17-,18-,19?,20?,23-,24-,27+,28+,29-,30?/m1/s1
InChI Key JGQHCPBYZRSGTI-SWAXVVABSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H34O6
Molecular Weight 490.60 g/mol
Exact Mass 490.23553880 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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hydroxy-(hydroxy-dimethyl-methylene-oxo-[?]yl)-dimethyl-methylene-[?]one
7a,7a'(2H,2'H)-Bicycloprop[2,3]indeno[5,6-b]furan]-2,2'-dione, 4,4',4a,4a',5,5',5a,5a',6,6',6a,6a',6b,6b',7,7'-hexadecahydro-4,4'-dihydroxy-3,3',6b,6b'-tetramethyl-5,5'-dimethylene-, (4R,4'R,5aS,5a'S,6aR,6a'R,6bS,6b'S,7aR,7a'S)-

2D Structure

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2D Structure of Lindenanolide F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9854 98.54%
Caco-2 - 0.7400 74.00%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7040 70.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.8886 88.86%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5716 57.16%
P-glycoprotein inhibitior - 0.4366 43.66%
P-glycoprotein substrate - 0.8727 87.27%
CYP3A4 substrate + 0.6534 65.34%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8757 87.57%
CYP3A4 inhibition - 0.5503 55.03%
CYP2C9 inhibition - 0.8694 86.94%
CYP2C19 inhibition - 0.8940 89.40%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.7772 77.72%
CYP2C8 inhibition - 0.7283 72.83%
CYP inhibitory promiscuity - 0.8543 85.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4930 49.30%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8543 85.43%
Skin irritation + 0.5246 52.46%
Skin corrosion - 0.9080 90.80%
Ames mutagenesis + 0.5398 53.98%
Human Ether-a-go-go-Related Gene inhibition - 0.5419 54.19%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8141 81.41%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6223 62.23%
Acute Oral Toxicity (c) I 0.5172 51.72%
Estrogen receptor binding + 0.7251 72.51%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding + 0.5727 57.27%
Glucocorticoid receptor binding + 0.7181 71.81%
Aromatase binding + 0.7260 72.60%
PPAR gamma + 0.7160 71.60%
Honey bee toxicity - 0.7453 74.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.13% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.71% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 87.68% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.48% 97.09%
CHEMBL204 P00734 Thrombin 84.62% 96.01%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.13% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.15% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.33% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.20% 94.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.19% 85.11%
CHEMBL1871 P10275 Androgen Receptor 81.10% 96.43%

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.
Lindera chunii

Cross-Links

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PubChem 497199
LOTUS LTS0157681
wikiData Q105127613