(3R,3aR,4R,5S,8aR)-3-methyl-8-methylidene-5-propan-2-yl-2,3,3a,4,5,6,7,8a-octahydro-1H-azulen-4-ol

Details

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Internal ID fd087a54-a84d-439f-91da-0770f4bcc53a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
IUPAC Name (3R,3aR,4R,5S,8aR)-3-methyl-8-methylidene-5-propan-2-yl-2,3,3a,4,5,6,7,8a-octahydro-1H-azulen-4-ol
SMILES (Canonical) CC1CCC2C1C(C(CCC2=C)C(C)C)O
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@H]1[C@@H]([C@@H](CCC2=C)C(C)C)O
InChI InChI=1S/C15H26O/c1-9(2)12-7-5-10(3)13-8-6-11(4)14(13)15(12)16/h9,11-16H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15-/m1/s1
InChI Key QVZYHISQRYCOFW-GZBLMMOJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H26O
Molecular Weight 222.37 g/mol
Exact Mass 222.198365449 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,4R,5S,8aR)-3-methyl-8-methylidene-5-propan-2-yl-2,3,3a,4,5,6,7,8a-octahydro-1H-azulen-4-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 + 0.7654 76.54%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Lysosomes 0.4748 47.48%
OATP2B1 inhibitior - 0.8438 84.38%
OATP1B1 inhibitior + 0.9102 91.02%
OATP1B3 inhibitior + 0.8223 82.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8838 88.38%
P-glycoprotein inhibitior - 0.9048 90.48%
P-glycoprotein substrate - 0.8530 85.30%
CYP3A4 substrate - 0.5410 54.10%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate + 0.3479 34.79%
CYP3A4 inhibition - 0.8520 85.20%
CYP2C9 inhibition - 0.6839 68.39%
CYP2C19 inhibition - 0.7206 72.06%
CYP2D6 inhibition - 0.9086 90.86%
CYP1A2 inhibition + 0.5202 52.02%
CYP2C8 inhibition - 0.9074 90.74%
CYP inhibitory promiscuity - 0.7634 76.34%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6112 61.12%
Eye corrosion - 0.9388 93.88%
Eye irritation + 0.7032 70.32%
Skin irritation + 0.5995 59.95%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation + 0.6684 66.84%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7332 73.32%
Acute Oral Toxicity (c) III 0.6429 64.29%
Estrogen receptor binding - 0.7981 79.81%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.6665 66.65%
Glucocorticoid receptor binding - 0.6996 69.96%
Aromatase binding - 0.8607 86.07%
PPAR gamma - 0.8895 88.95%
Honey bee toxicity - 0.9239 92.39%
Biodegradation + 0.5500 55.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL2581 P07339 Cathepsin D 90.75% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 88.44% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.36% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.47% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.11% 91.11%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.38% 98.46%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.58% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.48% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.15% 90.71%

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.
Chimonanthus praecox
Cleome droserifolia

Cross-Links

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PubChem 163037008
LOTUS LTS0067014
wikiData Q105034179