(2R,4aR,7S,8aR)-7-(2-hydroxypropan-2-yl)-4a-methyl-1-methylidene-3,4,5,6,7,8-hexahydro-2H-naphthalene-2,8a-diol

Details

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Internal ID 7149545d-3411-448c-85b4-b287a3decc0c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name (2R,4aR,7S,8aR)-7-(2-hydroxypropan-2-yl)-4a-methyl-1-methylidene-3,4,5,6,7,8-hexahydro-2H-naphthalene-2,8a-diol
SMILES (Canonical) CC12CCC(CC1(C(=C)C(CC2)O)O)C(C)(C)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@@]1(C(=C)[C@@H](CC2)O)O)C(C)(C)O
InChI InChI=1S/C15H26O3/c1-10-12(16)6-8-14(4)7-5-11(13(2,3)17)9-15(10,14)18/h11-12,16-18H,1,5-9H2,2-4H3/t11-,12+,14+,15-/m0/s1
InChI Key XCCCZSYNQKEDMD-MXYBEHONSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H26O3
Molecular Weight 254.36 g/mol
Exact Mass 254.18819469 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,7S,8aR)-7-(2-hydroxypropan-2-yl)-4a-methyl-1-methylidene-3,4,5,6,7,8-hexahydro-2H-naphthalene-2,8a-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 + 0.6672 66.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4670 46.70%
OATP2B1 inhibitior - 0.8486 84.86%
OATP1B1 inhibitior + 0.9222 92.22%
OATP1B3 inhibitior + 0.8176 81.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6891 68.91%
P-glycoprotein inhibitior - 0.9404 94.04%
P-glycoprotein substrate - 0.8473 84.73%
CYP3A4 substrate + 0.5592 55.92%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7273 72.73%
CYP2C9 inhibition - 0.7835 78.35%
CYP2C19 inhibition - 0.7261 72.61%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8450 84.50%
CYP2C8 inhibition - 0.7828 78.28%
CYP inhibitory promiscuity - 0.7883 78.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5946 59.46%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.6582 65.82%
Skin irritation + 0.5122 51.22%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7196 71.96%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.6868 68.68%
skin sensitisation - 0.5330 53.30%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5930 59.30%
Acute Oral Toxicity (c) I 0.7675 76.75%
Estrogen receptor binding - 0.6597 65.97%
Androgen receptor binding - 0.6161 61.61%
Thyroid receptor binding - 0.5462 54.62%
Glucocorticoid receptor binding + 0.6478 64.78%
Aromatase binding - 0.6507 65.07%
PPAR gamma - 0.7737 77.37%
Honey bee toxicity - 0.8862 88.62%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9920 99.20%

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 97.86% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.97% 91.11%
CHEMBL1871 P10275 Androgen Receptor 90.43% 96.43%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.41% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 88.18% 99.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.79% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.72% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.64% 91.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.27% 96.09%
CHEMBL2581 P07339 Cathepsin D 81.47% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.37% 97.14%

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.
Chrysanthemum indicum

Cross-Links

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PubChem 163044497
LOTUS LTS0151568
wikiData Q105324878