(1S,2R,3S,4aR,5S,7S,8aR)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalene-1,2,7-triol

Details

Top
Internal ID ec2f46b4-79ea-45c0-8a8f-c26b5261f1e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (1S,2R,3S,4aR,5S,7S,8aR)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalene-1,2,7-triol
SMILES (Canonical) CC1CC(CC2C1(CC(C(C2O)O)C(=C)C)C)O
SMILES (Isomeric) C[C@H]1C[C@@H](C[C@@H]2[C@@]1(C[C@H]([C@H]([C@H]2O)O)C(=C)C)C)O
InChI InChI=1S/C15H26O3/c1-8(2)11-7-15(4)9(3)5-10(16)6-12(15)14(18)13(11)17/h9-14,16-18H,1,5-7H2,2-4H3/t9-,10-,11-,12-,13+,14-,15+/m0/s1
InChI Key SKPBTAAKXSCNMP-FICWEOCZSA-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) 60.70 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.72
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,3S,4aR,5S,7S,8aR)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalene-1,2,7-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 - 0.6170 61.70%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5611 56.11%
OATP2B1 inhibitior - 0.8505 85.05%
OATP1B1 inhibitior + 0.9476 94.76%
OATP1B3 inhibitior + 0.9488 94.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9401 94.01%
P-glycoprotein inhibitior - 0.9202 92.02%
P-glycoprotein substrate - 0.7326 73.26%
CYP3A4 substrate + 0.5436 54.36%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7127 71.27%
CYP3A4 inhibition - 0.6015 60.15%
CYP2C9 inhibition - 0.8680 86.80%
CYP2C19 inhibition - 0.6870 68.70%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.8820 88.20%
CYP2C8 inhibition - 0.8580 85.80%
CYP inhibitory promiscuity - 0.8977 89.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5888 58.88%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.7459 74.59%
Skin irritation - 0.5332 53.32%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6332 63.32%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5876 58.76%
skin sensitisation - 0.5695 56.95%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6136 61.36%
Acute Oral Toxicity (c) III 0.6399 63.99%
Estrogen receptor binding - 0.5833 58.33%
Androgen receptor binding - 0.6079 60.79%
Thyroid receptor binding - 0.5478 54.78%
Glucocorticoid receptor binding + 0.5545 55.45%
Aromatase binding - 0.5341 53.41%
PPAR gamma - 0.8503 85.03%
Honey bee toxicity - 0.6933 69.33%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9941 99.41%

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 96.76% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.73% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.32% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.82% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.93% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 85.90% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.55% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.23% 97.09%
CHEMBL1871 P10275 Androgen Receptor 84.89% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.80% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.07% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.26% 92.94%
CHEMBL206 P03372 Estrogen receptor alpha 82.66% 97.64%
CHEMBL2996 Q05655 Protein kinase C delta 82.13% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 81.64% 95.38%

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.
Euryops lateriflorus

Cross-Links

Top
PubChem 162846993
LOTUS LTS0065679
wikiData Q105254969