(9-Methyl-5-methylidene-2-propan-2-ylidenecyclodeca-3,8-dien-1-yl) 2-methylbut-2-enoate

Details

• Internal ID: d6cbd4a0-493f-4afd-9d05-bb026eb21661
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (9-methyl-5-methylidene-2-propan-2-ylidenecyclodeca-3,8-dien-1-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCCC(=C)C=CC1=C(C)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCCC(=C)C=CC1=C(C)C)C
• InChI: InChI=1S/C20H28O2/c1-7-17(6)20(21)22-19-13-16(5)10-8-9-15(4)11-12-18(19)14(2)3/h7,10-12,19H,4,8-9,13H2,1-3,5-6H3
• InChI Key: NJVQRDRMNHDCKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9474	94.74%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.8647	86.47%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9025	90.25%
P-glycoprotein inhibitior	-	0.5692	56.92%
P-glycoprotein substrate	-	0.8589	85.89%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7808	78.08%
CYP2C9 inhibition	-	0.8888	88.88%
CYP2C19 inhibition	-	0.5916	59.16%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6297	62.97%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.8583	85.83%
Eye irritation	-	0.8488	84.88%
Skin irritation	+	0.4919	49.19%
Skin corrosion	-	0.9902	99.02%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9076	90.76%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	+	0.6638	66.38%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7428	74.28%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	-	0.4870	48.70%
Androgen receptor binding	-	0.6848	68.48%
Thyroid receptor binding	+	0.6646	66.46%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.7483	74.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9937	99.37%

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	93.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.61%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.75%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.26%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.89%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.42%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.15%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.11%	93.56%

Plants that contains it

• Curio talinoides

Cross-Links

• PubChem: 162955526
• LOTUS: LTS0164078
• wikiData: Q105180336