(-)-alpha-Gurjunene

Details

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Internal ID 3df400d2-691a-4551-8227-ad46307834a6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids > 5,10-cycloaromadendrane sesquiterpenoids
IUPAC Name 1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
SMILES (Canonical) CC1CCC2C(C2(C)C)C3=C(CCC13)C
SMILES (Isomeric) CC1CCC2C(C2(C)C)C3=C(CCC13)C
InChI InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3
InChI Key SPCXZDDGSGTVAW-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24
Molecular Weight 204.35 g/mol
Exact Mass 204.187800766 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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489-40-7
1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-
1,1,4,7-Tetramethyl-1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene
1H-Cycloprop[e]azulene, 1a.beta.,2,3,4,4a.alpha.,5,6,7b.beta.-octahydro-1,1,4.beta.,7-tetramethyl-
.alpha.-Gurjunene
1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)-
1-Epi-a-gurjunene
1-Epi-alpha-gurjunene
(-)-.alpha.-Gurjunene
(-)-I+/--gurjunene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (-)-alpha-Gurjunene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 + 0.8504 85.04%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Lysosomes 0.6807 68.07%
OATP2B1 inhibitior - 0.8423 84.23%
OATP1B1 inhibitior + 0.9058 90.58%
OATP1B3 inhibitior + 0.9657 96.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.9367 93.67%
P-glycoprotein inhibitior - 0.8414 84.14%
P-glycoprotein substrate - 0.8778 87.78%
CYP3A4 substrate + 0.5659 56.59%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.7441 74.41%
CYP3A4 inhibition - 0.9372 93.72%
CYP2C9 inhibition - 0.6680 66.80%
CYP2C19 inhibition - 0.6605 66.05%
CYP2D6 inhibition - 0.9214 92.14%
CYP1A2 inhibition - 0.6697 66.97%
CYP2C8 inhibition - 0.6166 61.66%
CYP inhibitory promiscuity - 0.7471 74.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7200 72.00%
Carcinogenicity (trinary) Non-required 0.4776 47.76%
Eye corrosion - 0.9219 92.19%
Eye irritation + 0.8408 84.08%
Skin irritation + 0.5798 57.98%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3602 36.02%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation + 0.7724 77.24%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity - 0.7111 71.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7739 77.39%
Acute Oral Toxicity (c) III 0.8165 81.65%
Estrogen receptor binding - 0.7234 72.34%
Androgen receptor binding - 0.5120 51.20%
Thyroid receptor binding - 0.6969 69.69%
Glucocorticoid receptor binding - 0.7605 76.05%
Aromatase binding - 0.8251 82.51%
PPAR gamma - 0.8051 80.51%
Honey bee toxicity - 0.8585 85.85%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity + 0.8700 87.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.95% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.52% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.26% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.98% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL1871 P10275 Androgen Receptor 82.75% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.42% 92.94%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.00% 86.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.68% 95.56%

Cross-Links

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PubChem 521243
NPASS NPC76817
LOTUS LTS0153648
wikiData Q104197489