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(1S,3R,4S,5S,9R,12Z,14S)-14-hydroxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-12-ene-7,11-dione

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 04528ae9-b09d-4e56-bfc4-a6485f35916c
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,3R,4S,5S,9R,12Z,14S)-14-hydroxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-12-ene-7,11-dione
SMILES (Canonical) CC1C2CC3(C(CC(C(=CC(=O)OC(CC(=O)O2)C(C)O)O3)(C)O)(C)C)OC1C(C)CCC(C4=CC(=CC=C4)O)OC
SMILES (Isomeric) C[C@H]1[C@@H]2C[C@]3(C(C[C@](/C(=C/C(=O)O[C@H](CC(=O)O2)[C@@H](C)O)/O3)(C)O)(C)C)O[C@@H]1[C@@H](C)CC[C@@H](C4=CC(=CC=C4)O)OC
InChI InChI=1S/C32H46O10/c1-18(11-12-23(38-7)21-9-8-10-22(34)13-21)29-19(2)25-16-32(42-29)30(4,5)17-31(6,37)26(41-32)15-28(36)39-24(20(3)33)14-27(35)40-25/h8-10,13,15,18-20,23-25,29,33-34,37H,11-12,14,16-17H2,1-7H3/b26-15-/t18-,19-,20+,23-,24+,25-,29+,31-,32+/m0/s1
InChI Key VGJHVHJVPWZOAH-XRPLRUMHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H46O10
Molecular Weight 590.70 g/mol
Exact Mass 590.30909766 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.31
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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CHEMBL5284273

2D Structure

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2D Structure of (1S,3R,4S,5S,9R,12Z,14S)-14-hydroxy-9-[(1R)-1-hydroxyethyl]-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-12-ene-7,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9834 98.34%
Caco-2 - 0.7935 79.35%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7886 78.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior - 0.2786 27.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8190 81.90%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.7672 76.72%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.6110 61.10%
CYP2C9 inhibition - 0.8826 88.26%
CYP2C19 inhibition - 0.8841 88.41%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8140 81.40%
CYP2C8 inhibition + 0.6318 63.18%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5654 56.54%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.6686 66.86%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4600 46.00%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8503 85.03%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6952 69.52%
Acute Oral Toxicity (c) I 0.3715 37.15%
Estrogen receptor binding + 0.7779 77.79%
Androgen receptor binding + 0.7297 72.97%
Thyroid receptor binding + 0.5767 57.67%
Glucocorticoid receptor binding + 0.8110 81.10%
Aromatase binding + 0.7011 70.11%
PPAR gamma + 0.7468 74.68%
Honey bee toxicity - 0.6686 66.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9904 99.04%

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
CHEMBL2581 P07339 Cathepsin D 99.26% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.90% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.27% 85.14%
CHEMBL240 Q12809 HERG 95.81% 89.76%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.14% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.32% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 93.33% 97.79%
CHEMBL236 P41143 Delta opioid receptor 92.96% 99.35%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.24% 93.40%
CHEMBL1907 P15144 Aminopeptidase N 91.20% 93.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.11% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.91% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.38% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.15% 99.17%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.53% 99.18%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.72% 99.15%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.33% 97.14%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 82.32% 95.00%
CHEMBL2535 P11166 Glucose transporter 81.99% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.91% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.62% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.33% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.14% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.07% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.06% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.99% 97.25%

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 21764200
LOTUS LTS0159101
wikiData Q105285830