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3-[(1R,2S,3S,6Z)-3-hydroxy-2-[(3E,5R,7E)-5-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3-dimethyl-6-(1-oxopropan-2-ylidene)cyclohexyl]propyl (Z)-tetradec-9-enoate

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 489ded13-b67a-4f45-b122-f794df596b26
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 3-[(1R,2S,3S,6Z)-3-hydroxy-2-[(3E,5R,7E)-5-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3-dimethyl-6-(1-oxopropan-2-ylidene)cyclohexyl]propyl (Z)-tetradec-9-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H74O5/c1-9-10-11-12-13-14-15-16-17-18-19-27-42(47)49-33-22-26-40-39(38(6)34-45)30-32-44(8,48)43(40,7)31-21-25-37(5)41(46)29-28-36(4)24-20-23-35(2)3/h12-13,23,25,28,34,40-41,46,48H,9-11,14-22,24,26-27,29-33H2,1-8H3/b13-12-,36-28+,37-25+,39-38-/t40-,41-,43+,44+/m1/s1
InChI Key MPHZATYEHALXRU-IIUUNOAPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H74O5
Molecular Weight 683.10 g/mol
Exact Mass 682.55362546 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 11.70
Atomic LogP (AlogP) 11.64
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R,2S,3S,6Z)-3-hydroxy-2-[(3E,5R,7E)-5-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3-dimethyl-6-(1-oxopropan-2-ylidene)cyclohexyl]propyl (Z)-tetradec-9-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.8041 80.41%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.9260 92.60%
OATP2B1 inhibitior + 0.5708 57.08%
OATP1B1 inhibitior + 0.8262 82.62%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6275 62.75%
BSEP inhibitior + 0.9805 98.05%
P-glycoprotein inhibitior + 0.7718 77.18%
P-glycoprotein substrate + 0.6480 64.80%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9078 90.78%
CYP3A4 inhibition - 0.6458 64.58%
CYP2C9 inhibition - 0.7743 77.43%
CYP2C19 inhibition - 0.8980 89.80%
CYP2D6 inhibition - 0.8752 87.52%
CYP1A2 inhibition - 0.9060 90.60%
CYP2C8 inhibition + 0.7025 70.25%
CYP inhibitory promiscuity - 0.8599 85.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6561 65.61%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.6644 66.44%
Skin corrosion - 0.9832 98.32%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8324 83.24%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.6724 67.24%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7059 70.59%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7414 74.14%
Acute Oral Toxicity (c) III 0.5663 56.63%
Estrogen receptor binding + 0.8189 81.89%
Androgen receptor binding + 0.6862 68.62%
Thyroid receptor binding - 0.5055 50.55%
Glucocorticoid receptor binding + 0.7448 74.48%
Aromatase binding + 0.6082 60.82%
PPAR gamma + 0.6328 63.28%
Honey bee toxicity - 0.7789 77.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6524 65.24%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.58% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.32% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 96.23% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 95.36% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.75% 92.86%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.60% 91.24%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.71% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.35% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.16% 97.79%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 89.10% 96.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.98% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.47% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.81% 97.29%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.14% 98.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.06% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.04% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.08% 93.56%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 84.18% 95.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.00% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.27% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.61% 89.05%
CHEMBL5255 O00206 Toll-like receptor 4 82.43% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.95% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.91% 93.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.90% 90.08%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.37% 94.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.35% 85.30%

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.
Iris tectorum

Cross-Links

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PubChem 163008917
LOTUS LTS0141139
wikiData Q105169532