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(1R,2R,6S,7S,8R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-16-prop-1-en-2-yl-14-[(1E,3E)-trideca-1,3-dienyl]-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-5-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 860576d9-d6df-4343-9800-602f25422b80
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name (1R,2R,6S,7S,8R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-16-prop-1-en-2-yl-14-[(1E,3E)-trideca-1,3-dienyl]-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-5-one
SMILES (Canonical) CCCCCCCCCC=CC=CC12OC3C4C5C(O5)(C(C6(C(C4(O1)C(CC3(O2)C(=C)C)C)C=C(C6=O)C)O)O)CO
SMILES (Isomeric) CCCCCCCCC/C=C/C=C/C12OC3C4C5[C@](O5)([C@H]([C@]6([C@H]([C@@]4(O1)[C@@H](C[C@@]3(O2)C(=C)C)C)C=C(C6=O)C)O)O)CO
InChI InChI=1S/C34H48O8/c1-6-7-8-9-10-11-12-13-14-15-16-17-32-40-27-25-28-31(20-35,39-28)29(37)33(38)24(18-22(4)26(33)36)34(25,42-32)23(5)19-30(27,41-32)21(2)3/h14-18,23-25,27-29,35,37-38H,2,6-13,19-20H2,1,3-5H3/b15-14+,17-16+/t23-,24-,25?,27?,28?,29-,30-,31+,32?,33-,34+/m1/s1
InChI Key VWGORPXMXKBHER-COQMIQOHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O8
Molecular Weight 584.70 g/mol
Exact Mass 584.33491849 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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C09108

2D Structure

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2D Structure of (1R,2R,6S,7S,8R,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-16-prop-1-en-2-yl-14-[(1E,3E)-trideca-1,3-dienyl]-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9084 90.84%
Caco-2 - 0.8012 80.12%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6784 67.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8985 89.85%
P-glycoprotein inhibitior + 0.7316 73.16%
P-glycoprotein substrate + 0.6016 60.16%
CYP3A4 substrate + 0.7047 70.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.6514 65.14%
CYP2C9 inhibition - 0.7601 76.01%
CYP2C19 inhibition - 0.7868 78.68%
CYP2D6 inhibition - 0.9148 91.48%
CYP1A2 inhibition - 0.7770 77.70%
CYP2C8 inhibition + 0.6322 63.22%
CYP inhibitory promiscuity - 0.8536 85.36%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5989 59.89%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.5690 56.90%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7408 74.08%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5733 57.33%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6110 61.10%
Acute Oral Toxicity (c) III 0.5096 50.96%
Estrogen receptor binding + 0.7121 71.21%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding + 0.5292 52.92%
Glucocorticoid receptor binding + 0.6610 66.10%
Aromatase binding + 0.6553 65.53%
PPAR gamma + 0.5654 56.54%
Honey bee toxicity - 0.8481 84.81%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6703 67.03%
Fish aquatic toxicity + 0.9903 99.03%

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 98.48% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 96.44% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.81% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 93.78% 98.03%
CHEMBL2581 P07339 Cathepsin D 93.63% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.17% 99.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 91.28% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.82% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.78% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.69% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.33% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.07% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.81% 96.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.56% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.47% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.30% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.19% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.80% 85.94%
CHEMBL1937 Q92769 Histone deacetylase 2 86.59% 94.75%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.17% 92.32%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.83% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.80% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.61% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.25% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.19% 95.50%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.99% 86.00%

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.
Hippomane mancinella
Pimelea simplex
Wikstroemia monticola
Wikstroemia retusa

Cross-Links

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PubChem 118701515
LOTUS LTS0015955
wikiData Q104395592