(3R,4S,5S)-4-hydroxy-5-methyl-3-tetradecyloxolan-2-one

Details

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Internal ID ab7b231b-09e9-4773-998a-d144691845f2
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (3R,4S,5S)-4-hydroxy-5-methyl-3-tetradecyloxolan-2-one
SMILES (Canonical) CCCCCCCCCCCCCCC1C(C(OC1=O)C)O
SMILES (Isomeric) CCCCCCCCCCCCCC[C@@H]1[C@@H]([C@@H](OC1=O)C)O
InChI InChI=1S/C19H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-18(20)16(2)22-19(17)21/h16-18,20H,3-15H2,1-2H3/t16-,17+,18+/m0/s1
InChI Key BEEKFGLUGMQFSX-RCCFBDPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H36O3
Molecular Weight 312.50 g/mol
Exact Mass 312.26644501 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.00
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S,5S)-4-hydroxy-5-methyl-3-tetradecyloxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9754 97.54%
Caco-2 + 0.5575 55.75%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6861 68.61%
OATP2B1 inhibitior - 0.8489 84.89%
OATP1B1 inhibitior + 0.8749 87.49%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5889 58.89%
P-glycoprotein inhibitior - 0.7570 75.70%
P-glycoprotein substrate - 0.8261 82.61%
CYP3A4 substrate - 0.5778 57.78%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.8546 85.46%
CYP3A4 inhibition - 0.7018 70.18%
CYP2C9 inhibition - 0.7288 72.88%
CYP2C19 inhibition - 0.6192 61.92%
CYP2D6 inhibition - 0.9079 90.79%
CYP1A2 inhibition - 0.6558 65.58%
CYP2C8 inhibition - 0.9661 96.61%
CYP inhibitory promiscuity - 0.8565 85.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6450 64.50%
Eye corrosion - 0.9177 91.77%
Eye irritation + 0.6773 67.73%
Skin irritation - 0.5190 51.90%
Skin corrosion - 0.8457 84.57%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5340 53.40%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.6883 68.83%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity - 0.6222 62.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6201 62.01%
Acute Oral Toxicity (c) III 0.5904 59.04%
Estrogen receptor binding - 0.7291 72.91%
Androgen receptor binding - 0.5127 51.27%
Thyroid receptor binding + 0.6214 62.14%
Glucocorticoid receptor binding - 0.5517 55.17%
Aromatase binding - 0.8486 84.86%
PPAR gamma + 0.6818 68.18%
Honey bee toxicity - 0.9755 97.55%
Biodegradation + 0.6750 67.50%
Crustacea aquatic toxicity + 0.7483 74.83%
Fish aquatic toxicity + 0.9631 96.31%

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
CHEMBL230 P35354 Cyclooxygenase-2 94.60% 89.63%
CHEMBL2581 P07339 Cathepsin D 93.92% 98.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.40% 92.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.87% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.91% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.06% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.42% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.49% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 81.74% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.01% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.69% 100.00%

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.
Acer spicatum
Cephalaria procera
Chamaecytisus hirsutus subsp. hirsutus
Diospyros maritima
Dracaena mannii
Mannia fragrans
Mesua beccariana
Parthenium bipinnatifidum
Pittosporum undulatum
Pongamia pinnata
Rhodanthe propinqua
Tannodia perrieri

Cross-Links

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PubChem 11174423
NPASS NPC96388