germacrene C

Details

• Internal ID: acc0153e-06b0-4478-94d8-c5352c43b135
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1E,3E,7E)-1,7-dimethyl-4-propan-2-ylcyclodeca-1,3,7-triene
• SMILES (Canonical): CC1=CCCC(=CC=C(CC1)C(C)C)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C=C(\CC1)/C(C)C)/C
• InChI: InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h6,9,11-12H,5,7-8,10H2,1-4H3/b13-6+,14-9+,15-11+
• InChI Key: WYGLLWYGQRUNLF-XZCMGSLHSA-N
• Popularity: 4 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: 4.10
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• Germacren C
• (1E,3E,7E)-4-isopropyl-1,7-dimethylcyclodeca-1,3,7-triene
• CHEBI:61478
• WYGLLWYGQRUNLF-VUSWODRPSA-N
• WYGLLWYGQRUNLF-XZCMGSLHSA-N
• DTXSID401317927
• C19747
• Q27131101
• (1E,3E,7E)-1,7-dimethyl-4-propan-2-ylcyclodeca-1,3,7-triene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.9213	92.13%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Lysosomes	0.4255	42.55%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9704	97.04%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6774	67.74%
P-glycoprotein inhibitior	-	0.9572	95.72%
P-glycoprotein substrate	-	0.9573	95.73%
CYP3A4 substrate	-	0.6726	67.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7650	76.50%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.8556	85.56%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.7131	71.31%
CYP2C8 inhibition	-	0.9682	96.82%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Warning	0.4922	49.22%
Eye corrosion	+	0.5247	52.47%
Eye irritation	+	0.8242	82.42%
Skin irritation	+	0.7729	77.29%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3619	36.19%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.9263	92.63%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5847	58.47%
Acute Oral Toxicity (c)	III	0.7428	74.28%
Estrogen receptor binding	-	0.9707	97.07%
Androgen receptor binding	-	0.7588	75.88%
Thyroid receptor binding	-	0.6565	65.65%
Glucocorticoid receptor binding	-	0.7859	78.59%
Aromatase binding	-	0.8918	89.18%
PPAR gamma	-	0.8365	83.65%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	87.07%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.00%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.23%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.66%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.44%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.94%	91.11%
CHEMBL2885	P07451	Carbonic anhydrase III	80.00%	87.45%

Plants that contains it

• Acanthospermum australe
• Alisma plantago-aquatica subsp. orientale
• Croton nepetifolius
• Curio talinoides
• Flourensia heterolepis
• Hyptis suaveolens
• Lasiolaena morii
• Silphium perfoliatum
• Solidago nemoralis

Cross-Links

• PubChem: 25244915
• LOTUS: LTS0161450
• wikiData: Q27131101