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(1S,2S,3R,4Z,6Z,10S,12Z,14Z)-10-[(5S,6R,7R,8S,9S)-5,7-Dihydroxy-9-methoxy-6,8-dimethyldecan-2-YL]-2,17-dihydroxy-3,5,7-trimethyl-9,19-dioxabicyclo[16.1.0]nonadeca-4,6,12,14-tetraen-8-one

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 4d084397-cee0-4ded-ace1-43169239522e
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2S,3R,4Z,6Z,10S,12Z,14Z)-10-[(5S,6R,7R,8S,9S)-5,7-dihydroxy-9-methoxy-6,8-dimethyldecan-2-yl]-2,17-dihydroxy-3,5,7-trimethyl-9,19-dioxabicyclo[16.1.0]nonadeca-4,6,12,14-tetraen-8-one
SMILES (Canonical) CC1C=C(C=C(C(=O)OC(CC=CC=CCC(C2C(C1O)O2)O)C(C)CCC(C(C)C(C(C)C(C)OC)O)O)C)C
SMILES (Isomeric) C[C@@H]1/C=C(\C=C(/C(=O)O[C@@H](C/C=C\C=C/CC(C2[C@H]([C@H]1O)O2)O)C(C)CC[C@@H]([C@@H](C)[C@H]([C@H](C)[C@H](C)OC)O)O)\C)/C
InChI InChI=1S/C33H54O8/c1-19-17-21(3)29(36)32-31(41-32)27(35)13-11-9-10-12-14-28(40-33(38)22(4)18-19)20(2)15-16-26(34)24(6)30(37)23(5)25(7)39-8/h9-12,17-18,20-21,23-32,34-37H,13-16H2,1-8H3/b11-9-,12-10-,19-17-,22-18-/t20?,21-,23-,24-,25+,26+,27?,28+,29+,30+,31?,32+/m1/s1
InChI Key VOLRALTUADVHPT-QOKPVGNQSA-N
Popularity 29 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O8
Molecular Weight 578.80 g/mol
Exact Mass 578.38186868 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.27
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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142383-53-7
(1S,2S,3R,4Z,6Z,10S,12Z,14Z)-10-[(5S,6R,7R,8S,9S)-5,7-DIHYDROXY-9-METHOXY-6,8-DIMETHYLDECAN-2-YL]-2,17-DIHYDROXY-3,5,7-TRIMETHYL-9,19-DIOXABICYCLO[16.1.0]NONADECA-4,6,12,14-TETRAEN-8-ONE
FD 891
9,19-Dioxabicyclo(16.1.0)nonadeca-4,6,12,14-tetraen-8-one, 10-(4,6-dihydroxy-8-methoxy-1,5,7-trimethylnonyl)-2,17-dihydroxy-3,5,7-trimethyl-

2D Structure

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2D Structure of (1S,2S,3R,4Z,6Z,10S,12Z,14Z)-10-[(5S,6R,7R,8S,9S)-5,7-Dihydroxy-9-methoxy-6,8-dimethyldecan-2-YL]-2,17-dihydroxy-3,5,7-trimethyl-9,19-dioxabicyclo[16.1.0]nonadeca-4,6,12,14-tetraen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8303 83.03%
Caco-2 - 0.8274 82.74%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5488 54.88%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.9214 92.14%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8761 87.61%
P-glycoprotein inhibitior + 0.6802 68.02%
P-glycoprotein substrate + 0.6356 63.56%
CYP3A4 substrate + 0.6688 66.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8549 85.49%
CYP3A4 inhibition - 0.6624 66.24%
CYP2C9 inhibition - 0.8138 81.38%
CYP2C19 inhibition - 0.5922 59.22%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition - 0.8022 80.22%
CYP2C8 inhibition - 0.6208 62.08%
CYP inhibitory promiscuity - 0.9458 94.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.6512 65.12%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.6402 64.02%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3634 36.34%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5247 52.47%
skin sensitisation - 0.8311 83.11%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5304 53.04%
Acute Oral Toxicity (c) III 0.4075 40.75%
Estrogen receptor binding + 0.7452 74.52%
Androgen receptor binding + 0.6189 61.89%
Thyroid receptor binding - 0.5527 55.27%
Glucocorticoid receptor binding + 0.6177 61.77%
Aromatase binding + 0.5279 52.79%
PPAR gamma + 0.5999 59.99%
Honey bee toxicity - 0.6278 62.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8705 87.05%

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 96.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.96% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.71% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.54% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.75% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.38% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.15% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.40% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.05% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.67% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.79% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.65% 91.07%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.37% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.31% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.39% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.22% 97.14%

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 6444177
LOTUS LTS0047777
wikiData Q105290256