(1R,5Z,7E,9R)-5,9-dimethyl-2-propan-2-ylidenebicyclo[7.1.0]deca-5,7-dien-3-one

Details

• Internal ID: 63be5679-6075-4c6d-978b-b293738e0326
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1R,5Z,7E,9R)-5,9-dimethyl-2-propan-2-ylidenebicyclo[7.1.0]deca-5,7-dien-3-one
• SMILES (Canonical): CC1=CC=CC2(CC2C(=C(C)C)C(=O)C1)C
• SMILES (Isomeric): C/C/1=C/C=C/[C@]2(C[C@H]2C(=C(C)C)C(=O)C1)C
• InChI: InChI=1S/C15H20O/c1-10(2)14-12-9-15(12,4)7-5-6-11(3)8-13(14)16/h5-7,12H,8-9H2,1-4H3/b7-5+,11-6-/t12-,15-/m0/s1
• InChI Key: LKVXZMOEBUURAJ-INJLHCELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.32 g/mol
• Exact Mass: 216.151415257 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8751	87.51%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4626	46.26%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5166	51.66%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.9213	92.13%
CYP3A4 substrate	+	0.5325	53.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.6642	66.42%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.7047	70.47%
CYP2C8 inhibition	-	0.9385	93.85%
CYP inhibitory promiscuity	-	0.8660	86.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7817	78.17%
Carcinogenicity (trinary)	Non-required	0.4774	47.74%
Eye corrosion	-	0.9357	93.57%
Eye irritation	+	0.5573	55.73%
Skin irritation	+	0.6891	68.91%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4031	40.31%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.9006	90.06%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	III	0.5439	54.39%
Estrogen receptor binding	-	0.8686	86.86%
Androgen receptor binding	-	0.8349	83.49%
Thyroid receptor binding	-	0.6532	65.32%
Glucocorticoid receptor binding	-	0.5955	59.55%
Aromatase binding	-	0.6029	60.29%
PPAR gamma	-	0.5160	51.60%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9478	94.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.74%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.45%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.63%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.98%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%

Plants that contains it

• Fokienia hodginsii

Cross-Links

• PubChem: 162958211
• LOTUS: LTS0197164
• wikiData: Q105153309