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(1S,4R,4'S,5'S,6'S,7R,8R,9S,10E,12E,14R,16E,19R,21R)-4',8,9-trihydroxy-10-(hydroxymethyl)-7-methoxy-5',6,14,16-tetramethyl-6'-[(E)-4-methylpent-2-en-2-yl]spiro[2,20-dioxatricyclo[17.3.1.04,9]tricosa-5,10,12,16-tetraene-21,2'-oxane]-3-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 ca37004c-a11a-49fa-89bf-cfca87cf63f1
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
IUPAC Name (1S,4R,4'S,5'S,6'S,7R,8R,9S,10E,12E,14R,16E,19R,21R)-4',8,9-trihydroxy-10-(hydroxymethyl)-7-methoxy-5',6,14,16-tetramethyl-6'-[(E)-4-methylpent-2-en-2-yl]spiro[2,20-dioxatricyclo[17.3.1.04,9]tricosa-5,10,12,16-tetraene-21,2'-oxane]-3-one
SMILES (Canonical) CC1CC(=CCC2CC(CC3(O2)CC(C(C(O3)C(=CC(C)C)C)C)O)OC(=O)C4C=C(C(C(C4(C(=CC=C1)CO)O)O)OC)C)C
SMILES (Isomeric) C[C@@H]\1C/C(=C/C[C@@H]2C[C@@H](C[C@@]3(O2)C[C@@H]([C@@H]([C@H](O3)/C(=C/C(C)C)/C)C)O)OC(=O)[C@@H]4C=C([C@H]([C@H]([C@]4(/C(=C/C=C1)/CO)O)O)OC)C)/C
InChI InChI=1S/C37H56O9/c1-21(2)14-24(5)32-26(7)31(39)19-36(46-32)18-29-17-28(45-36)13-12-23(4)15-22(3)10-9-11-27(20-38)37(42)30(35(41)44-29)16-25(6)33(43-8)34(37)40/h9-12,14,16,21-22,26,28-34,38-40,42H,13,15,17-20H2,1-8H3/b10-9+,23-12+,24-14+,27-11+/t22-,26-,28+,29-,30-,31-,32+,33+,34+,36-,37+/m0/s1
InChI Key GNKPRZFHCQVTTB-BFOMYHFSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H56O9
Molecular Weight 644.80 g/mol
Exact Mass 644.39243336 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,4'S,5'S,6'S,7R,8R,9S,10E,12E,14R,16E,19R,21R)-4',8,9-trihydroxy-10-(hydroxymethyl)-7-methoxy-5',6,14,16-tetramethyl-6'-[(E)-4-methylpent-2-en-2-yl]spiro[2,20-dioxatricyclo[17.3.1.04,9]tricosa-5,10,12,16-tetraene-21,2'-oxane]-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7064 70.64%
Caco-2 - 0.8508 85.08%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7793 77.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8370 83.70%
OATP1B3 inhibitior + 0.8611 86.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9069 90.69%
P-glycoprotein inhibitior + 0.7810 78.10%
P-glycoprotein substrate + 0.8337 83.37%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.9512 95.12%
CYP2C9 inhibition - 0.8893 88.93%
CYP2C19 inhibition - 0.8721 87.21%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.9043 90.43%
CYP2C8 inhibition + 0.7224 72.24%
CYP inhibitory promiscuity - 0.9627 96.27%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6963 69.63%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.7224 72.24%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4079 40.79%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6718 67.18%
skin sensitisation - 0.8546 85.46%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.4511 45.11%
Acute Oral Toxicity (c) III 0.5624 56.24%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.7647 76.47%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7442 74.42%
Aromatase binding + 0.6403 64.03%
PPAR gamma + 0.6832 68.32%
Honey bee toxicity + 0.5888 58.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9191 91.91%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.15% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.25% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.96% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 94.34% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.73% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.53% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.73% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.05% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.46% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.37% 86.33%
CHEMBL2581 P07339 Cathepsin D 86.16% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.93% 89.00%
CHEMBL1902 P62942 FK506-binding protein 1A 84.18% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.05% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.55% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.81% 99.23%
CHEMBL3837 P07711 Cathepsin L 81.90% 96.61%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.70% 97.21%
CHEMBL4208 P20618 Proteasome component C5 81.47% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.52% 95.93%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.46% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139587579
LOTUS LTS0142675
wikiData Q105012669