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methyl (1R,4S,5R,9S,10R,12S,13R)-13-hydroxy-13-(hydroxymethyl)-4,5,9,10-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate

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 497bc957-b4c9-429d-b044-6b161db371cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name methyl (1R,4S,5R,9S,10R,12S,13R)-13-hydroxy-13-(hydroxymethyl)-4,5,9,10-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC1(CCCC2(C1(CCC34C2(CC(CC3)C(C4)(CO)O)C)C)C)C(=O)OC
SMILES (Isomeric) C[C@]1(CCC[C@@]2([C@@]1(CC[C@]34[C@]2(C[C@H](CC3)[C@](C4)(CO)O)C)C)C)C(=O)OC
InChI InChI=1S/C23H38O4/c1-18(17(25)27-5)8-6-9-20(3)19(18,2)11-12-22-10-7-16(13-21(20,22)4)23(26,14-22)15-24/h16,24,26H,6-15H2,1-5H3/t16-,18-,19+,20+,21-,22+,23-/m0/s1
InChI Key YMOUBIDEGPSLHS-OOWLSGMKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H38O4
Molecular Weight 378.50 g/mol
Exact Mass 378.27700969 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4S,5R,9S,10R,12S,13R)-13-hydroxy-13-(hydroxymethyl)-4,5,9,10-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9506 95.06%
Caco-2 + 0.7362 73.62%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8613 86.13%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.9221 92.21%
OATP1B3 inhibitior - 0.2551 25.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7542 75.42%
BSEP inhibitior + 0.6786 67.86%
P-glycoprotein inhibitior - 0.7957 79.57%
P-glycoprotein substrate - 0.7026 70.26%
CYP3A4 substrate + 0.6639 66.39%
CYP2C9 substrate - 0.5928 59.28%
CYP2D6 substrate - 0.8317 83.17%
CYP3A4 inhibition - 0.7185 71.85%
CYP2C9 inhibition - 0.8246 82.46%
CYP2C19 inhibition - 0.9109 91.09%
CYP2D6 inhibition - 0.9664 96.64%
CYP1A2 inhibition - 0.7410 74.10%
CYP2C8 inhibition - 0.6534 65.34%
CYP inhibitory promiscuity - 0.9734 97.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7709 77.09%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.6328 63.28%
Skin corrosion - 0.9704 97.04%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5499 54.99%
skin sensitisation - 0.9011 90.11%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7103 71.03%
Acute Oral Toxicity (c) III 0.6166 61.66%
Estrogen receptor binding + 0.8221 82.21%
Androgen receptor binding + 0.7060 70.60%
Thyroid receptor binding + 0.5916 59.16%
Glucocorticoid receptor binding + 0.6081 60.81%
Aromatase binding + 0.8539 85.39%
PPAR gamma - 0.6286 62.86%
Honey bee toxicity - 0.8710 87.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9219 92.19%

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 97.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.66% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.34% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.84% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.62% 92.62%
CHEMBL2581 P07339 Cathepsin D 85.66% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.64% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.47% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.43% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.06% 94.33%
CHEMBL2664 P23526 Adenosylhomocysteinase 85.01% 86.67%
CHEMBL221 P23219 Cyclooxygenase-1 84.89% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.37% 85.14%
CHEMBL233 P35372 Mu opioid receptor 82.86% 97.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.74% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.54% 96.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.30% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 80.74% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.29% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.14% 94.00%

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.
Mallotus nudiflorus

Cross-Links

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PubChem 163048971
LOTUS LTS0118170
wikiData Q105350676