(1R,3aR,5S,8aS)-6-(hydroxymethyl)-3a-methyl-1-prop-1-en-2-yl-2,3,4,5,8,8a-hexahydro-1H-azulen-5-ol

Details

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Internal ID 77c4e24c-b8cd-4b83-b6bb-f8ebb6c3c90b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,3aR,5S,8aS)-6-(hydroxymethyl)-3a-methyl-1-prop-1-en-2-yl-2,3,4,5,8,8a-hexahydro-1H-azulen-5-ol
SMILES (Canonical) CC(=C)C1CCC2(C1CC=C(C(C2)O)CO)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1CC=C([C@H](C2)O)CO)C
InChI InChI=1S/C15H24O2/c1-10(2)12-6-7-15(3)8-14(17)11(9-16)4-5-13(12)15/h4,12-14,16-17H,1,5-9H2,2-3H3/t12-,13-,14-,15+/m0/s1
InChI Key DFMMGRNYUNRZMT-ZQDZILKHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H24O2
Molecular Weight 236.35 g/mol
Exact Mass 236.177630004 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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1,2,3,3a,4,5,8,8aalpha-Octahydro-1alpha-(1-methylethenyl)-3abeta-methyl-5alpha-hydroxy-6-(hydroxymethyl)azulene

2D Structure

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2D Structure of (1R,3aR,5S,8aS)-6-(hydroxymethyl)-3a-methyl-1-prop-1-en-2-yl-2,3,4,5,8,8a-hexahydro-1H-azulen-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 + 0.9847 98.47%
Caco-2 + 0.7652 76.52%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Lysosomes 0.7501 75.01%
OATP2B1 inhibitior - 0.8488 84.88%
OATP1B1 inhibitior + 0.9303 93.03%
OATP1B3 inhibitior + 0.9612 96.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6926 69.26%
BSEP inhibitior - 0.9105 91.05%
P-glycoprotein inhibitior - 0.9444 94.44%
P-glycoprotein substrate - 0.7421 74.21%
CYP3A4 substrate + 0.5358 53.58%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.9257 92.57%
CYP2C9 inhibition - 0.7900 79.00%
CYP2C19 inhibition - 0.8203 82.03%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.7137 71.37%
CYP2C8 inhibition - 0.7062 70.62%
CYP inhibitory promiscuity - 0.8473 84.73%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6380 63.80%
Eye corrosion - 0.9815 98.15%
Eye irritation + 0.5424 54.24%
Skin irritation - 0.6345 63.45%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4747 47.47%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5101 51.01%
skin sensitisation - 0.7408 74.08%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5865 58.65%
Acute Oral Toxicity (c) III 0.6204 62.04%
Estrogen receptor binding - 0.7200 72.00%
Androgen receptor binding - 0.5712 57.12%
Thyroid receptor binding - 0.6284 62.84%
Glucocorticoid receptor binding + 0.6537 65.37%
Aromatase binding - 0.7906 79.06%
PPAR gamma - 0.8442 84.42%
Honey bee toxicity - 0.8560 85.60%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9165 91.65%

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 97.52% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.02% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.21% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.27% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.21% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 84.69% 94.75%
CHEMBL237 P41145 Kappa opioid receptor 84.62% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.17% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.25% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.59% 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.
Daphne aurantiaca

Cross-Links

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PubChem 46211176
NPASS NPC167527
LOTUS LTS0262474
wikiData Q104978003