PlantaeDB Logo
Login Sign-up

(1aR,3aS,4R,7S,7aR,7bS)-7-[(2R)-1-hydroxypropan-2-yl]-1a,4-dimethyl-2,3,3a,4,5,6,7,7b-octahydronaphtho[1,2-b]oxiren-7a-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

Top
Internal ID 79db2a96-d9c2-437c-a2c1-b54f11b1999e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1aR,3aS,4R,7S,7aR,7bS)-7-[(2R)-1-hydroxypropan-2-yl]-1a,4-dimethyl-2,3,3a,4,5,6,7,7b-octahydronaphtho[1,2-b]oxiren-7a-ol
SMILES (Canonical) CC1CCC(C2(C1CCC3(C2O3)C)O)C(C)CO
SMILES (Isomeric) C[C@@H]1CC[C@H]([C@@]2([C@H]1CC[C@@]3([C@H]2O3)C)O)[C@@H](C)CO
InChI InChI=1S/C15H26O3/c1-9-4-5-11(10(2)8-16)15(17)12(9)6-7-14(3)13(15)18-14/h9-13,16-17H,4-8H2,1-3H3/t9-,10+,11+,12+,13-,14-,15+/m1/s1
InChI Key XYSPKAIJKBSRBB-JPVAKHQASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H26O3
Molecular Weight 254.36 g/mol
Exact Mass 254.18819469 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1aR,3aS,4R,7S,7aR,7bS)-7-[(2R)-1-hydroxypropan-2-yl]-1a,4-dimethyl-2,3,3a,4,5,6,7,7b-octahydronaphtho[1,2-b]oxiren-7a-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9658 96.58%
Caco-2 + 0.6989 69.89%
Blood Brain Barrier + 0.7385 73.85%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5853 58.53%
OATP2B1 inhibitior - 0.8530 85.30%
OATP1B1 inhibitior + 0.9106 91.06%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7210 72.10%
BSEP inhibitior - 0.8291 82.91%
P-glycoprotein inhibitior - 0.9071 90.71%
P-glycoprotein substrate - 0.8183 81.83%
CYP3A4 substrate + 0.5993 59.93%
CYP2C9 substrate - 0.7980 79.80%
CYP2D6 substrate - 0.7511 75.11%
CYP3A4 inhibition - 0.7899 78.99%
CYP2C9 inhibition - 0.5831 58.31%
CYP2C19 inhibition - 0.6938 69.38%
CYP2D6 inhibition - 0.9502 95.02%
CYP1A2 inhibition - 0.6394 63.94%
CYP2C8 inhibition - 0.7115 71.15%
CYP inhibitory promiscuity - 0.9020 90.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6494 64.94%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8156 81.56%
Skin irritation - 0.7191 71.91%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.6144 61.44%
Human Ether-a-go-go-Related Gene inhibition - 0.6165 61.65%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.8348 83.48%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7166 71.66%
Acute Oral Toxicity (c) III 0.4941 49.41%
Estrogen receptor binding - 0.4896 48.96%
Androgen receptor binding + 0.6678 66.78%
Thyroid receptor binding + 0.6437 64.37%
Glucocorticoid receptor binding - 0.5108 51.08%
Aromatase binding - 0.5290 52.90%
PPAR gamma - 0.6520 65.20%
Honey bee toxicity - 0.8903 89.03%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.8245 82.45%

Targets

Top

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 97.42% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.52% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.18% 91.11%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.03% 97.31%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.11% 98.05%
CHEMBL233 P35372 Mu opioid receptor 85.73% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.59% 96.61%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 84.86% 88.81%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.76% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.26% 89.05%
CHEMBL221 P23219 Cyclooxygenase-1 84.04% 90.17%
CHEMBL3837 P07711 Cathepsin L 83.57% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.20% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 83.13% 97.79%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.81% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.59% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.25% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.20% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.02% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 80.96% 95.93%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.84% 97.28%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.58% 95.71%
CHEMBL237 P41145 Kappa opioid receptor 80.41% 98.10%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.37% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.23% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.02% 92.88%

Plants that contains it

Top
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.
Artemisia annua

Cross-Links

Top
PubChem 21575632
NPASS NPC204144
LOTUS LTS0061729
wikiData Q105344645