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(1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

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 226b7347-4c04-4c60-a1a5-c0bb3b2eb138
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
SMILES (Canonical) CC(C)C=CC(C)C1CCC2C1(CCC3C2=CC4C5(C3(CCC(C5)O)C)O4)C
SMILES (Isomeric) C[C@H](/C=C/C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]4[C@@]5([C@@]3(CC[C@@H](C5)O)C)O4)C
InChI InChI=1S/C26H40O2/c1-16(2)6-7-17(3)20-8-9-21-19-14-23-26(28-23)15-18(27)10-13-25(26,5)22(19)11-12-24(20,21)4/h6-7,14,16-18,20-23,27H,8-13,15H2,1-5H3/b7-6+/t17-,18+,20-,21+,22+,23+,24-,25-,26+/m1/s1
InChI Key LNXZHBIVLDLUIO-UGYFUHEHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H40O2
Molecular Weight 384.60 g/mol
Exact Mass 384.302830514 g/mol
Topological Polar Surface Area (TPSA) 32.80 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.91
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 + 0.6304 63.04%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4622 46.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7762 77.62%
OATP1B3 inhibitior + 0.9677 96.77%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5537 55.37%
P-glycoprotein inhibitior - 0.6155 61.55%
P-glycoprotein substrate - 0.6659 66.59%
CYP3A4 substrate + 0.6671 66.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7296 72.96%
CYP3A4 inhibition - 0.8689 86.89%
CYP2C9 inhibition - 0.7005 70.05%
CYP2C19 inhibition - 0.6835 68.35%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.6098 60.98%
CYP2C8 inhibition - 0.6969 69.69%
CYP inhibitory promiscuity - 0.8420 84.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5282 52.82%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9746 97.46%
Skin irritation - 0.5602 56.02%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3716 37.16%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5606 56.06%
skin sensitisation - 0.5855 58.55%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8040 80.40%
Acute Oral Toxicity (c) III 0.3204 32.04%
Estrogen receptor binding + 0.8364 83.64%
Androgen receptor binding + 0.6352 63.52%
Thyroid receptor binding + 0.7041 70.41%
Glucocorticoid receptor binding + 0.8053 80.53%
Aromatase binding - 0.5145 51.45%
PPAR gamma - 0.5504 55.04%
Honey bee toxicity - 0.7925 79.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9643 96.43%

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 96.74% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.78% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.32% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.61% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 89.24% 90.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.25% 85.30%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.09% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.73% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.22% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.07% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.39% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.53% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.23% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.06% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 82.93% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.25% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.73% 85.31%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.33% 95.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 24865376
LOTUS LTS0129912
wikiData Q105154572