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(E,6R)-2-(hydroxymethyl)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.0^{1,3.0^{3,8.0^{12,16]octadecanyl]hept-2-enoic acid

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 ac2a534d-57be-438b-9538-76aff0f00021
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name 2-(hydroxymethyl)-6-(6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl)hept-2-enoic acid
SMILES (Canonical) CC(CCC=C(CO)C(=O)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
SMILES (Isomeric) CC(CCC=C(CO)C(=O)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
InChI InChI=1S/C30H48O4/c1-19(7-6-8-20(17-31)25(33)34)21-11-13-28(5)23-10-9-22-26(2,3)24(32)12-14-29(22)18-30(23,29)16-15-27(21,28)4/h8,19,21-24,31-32H,6-7,9-18H2,1-5H3,(H,33,34)
InChI Key YWPLTMNXKKXXII-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(E,6R)-2-(hydroxymethyl)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.0^{1,3.0^{3,8.0^{12,16]octadecanyl]hept-2-enoic acid

2D Structure

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2D Structure of (E,6R)-2-(hydroxymethyl)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.0^{1,3.0^{3,8.0^{12,16]octadecanyl]hept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9836 98.36%
Caco-2 - 0.6418 64.18%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7220 72.20%
OATP2B1 inhibitior - 0.5635 56.35%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior + 0.8249 82.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6292 62.92%
BSEP inhibitior + 0.8614 86.14%
P-glycoprotein inhibitior - 0.5619 56.19%
P-glycoprotein substrate - 0.6986 69.86%
CYP3A4 substrate + 0.6468 64.68%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8987 89.87%
CYP3A4 inhibition - 0.9136 91.36%
CYP2C9 inhibition - 0.5485 54.85%
CYP2C19 inhibition - 0.9013 90.13%
CYP2D6 inhibition - 0.9402 94.02%
CYP1A2 inhibition - 0.8860 88.60%
CYP2C8 inhibition - 0.7817 78.17%
CYP inhibitory promiscuity - 0.8340 83.40%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6959 69.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.5157 51.57%
Skin corrosion - 0.9538 95.38%
Ames mutagenesis - 0.7865 78.65%
Human Ether-a-go-go-Related Gene inhibition + 0.6828 68.28%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7961 79.61%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8587 85.87%
Acute Oral Toxicity (c) I 0.4023 40.23%
Estrogen receptor binding + 0.7310 73.10%
Androgen receptor binding + 0.7710 77.10%
Thyroid receptor binding + 0.6459 64.59%
Glucocorticoid receptor binding + 0.7859 78.59%
Aromatase binding + 0.8044 80.44%
PPAR gamma + 0.6920 69.20%
Honey bee toxicity - 0.8326 83.26%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9899 98.99%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.56% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.86% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.40% 94.45%
CHEMBL233 P35372 Mu opioid receptor 91.39% 97.93%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.48% 96.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.93% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.57% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.83% 98.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.97% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.78% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 87.23% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 86.90% 96.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.25% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.16% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.07% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.52% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.98% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.50% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.26% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.13% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.86% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 81.79% 94.75%
CHEMBL325 Q13547 Histone deacetylase 1 81.31% 95.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.15% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.05% 90.08%

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.
Mangifera indica

Cross-Links

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PubChem 72729875
LOTUS LTS0089864
wikiData Q105367004