gamma-Humulene

Details

• Internal ID: 435bafbc-460c-44cb-83a1-b1cf672a94b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,8,8-trimethyl-5-methylidenecycloundeca-1,6-diene
• SMILES (Canonical): CC1=CCCC(=C)C=CC(CCC1)(C)C
• SMILES (Isomeric): CC1=CCCC(=C)C=CC(CCC1)(C)C
• InChI: InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h7,10,12H,2,5-6,8-9,11H2,1,3-4H3
• InChI Key: FNXUOGPQAOCFKU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35 g/mol
• Exact Mass: 204.187800766 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• FT-0694227
• Q27121597
• (1Z,6Z)-1,8,8-trimethyl-5-methylenecycloundeca-1,6-diene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.9644	96.44%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Lysosomes	0.6135	61.35%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5445	54.45%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.9421	94.21%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7984	79.84%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.7430	74.30%
CYP2C19 inhibition	-	0.7356	73.56%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7590	75.90%
CYP2C8 inhibition	-	0.8173	81.73%
CYP inhibitory promiscuity	-	0.7893	78.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Warning	0.5069	50.69%
Eye corrosion	-	0.6668	66.68%
Eye irritation	+	0.9252	92.52%
Skin irritation	+	0.6623	66.23%
Skin corrosion	-	0.9847	98.47%
Ames mutagenesis	-	0.8434	84.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	+	0.8828	88.28%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5125	51.25%
Acute Oral Toxicity (c)	III	0.7989	79.89%
Estrogen receptor binding	-	0.9318	93.18%
Androgen receptor binding	-	0.8170	81.70%
Thyroid receptor binding	-	0.7380	73.80%
Glucocorticoid receptor binding	-	0.7944	79.44%
Aromatase binding	-	0.7059	70.59%
PPAR gamma	-	0.7945	79.45%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.21%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.57%	90.17%

Plants that contains it

• Abies magnifica
• Acritopappus prunifolius
• Aldama helianthoides
• Antiphiona pinnatisecta
• Artemisia douglasiana
• Artemisia filifolia
• Artemisia koidzumii
• Artemisia princeps
• Artemisia schmidtiana
• Calea morii
• Calea reticulata
• Callilepis salicifolia
• Dittrichia viscosa
• Geigeria burkei
• Heterotheca grandiflora
• Heterotheca subaxillaris
• Ichthyothere terminalis
• Lasiolaena morii
• Mikania alvimii
• Othonna arborescens
• Platycarpha glomerata
• Pterocaulon virgatum
• Senecio inaequidens
• Silphium integrifolium
• Verbesina sordescens

Cross-Links

• PubChem: 3015263
• LOTUS: LTS0246486
• wikiData: Q27121597