2-[(2E,6E,10Z)-3,7-dimethyl-10-[(6R)-2-oxo-6-prop-1-en-2-yloxan-3-ylidene]deca-2,6-dienyl]-6-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 5f69a960-63fd-494b-8be5-a3362dc363e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-[(2E,6E,10Z)-3,7-dimethyl-10-[(6R)-2-oxo-6-prop-1-en-2-yloxan-3-ylidene]deca-2,6-dienyl]-6-methylcyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C27H34O4/c1-18(2)25-15-14-22(27(30)31-25)11-7-10-19(3)8-6-9-20(4)12-13-23-17-24(28)16-21(5)26(23)29/h8,11-12,16-17,25H,1,6-7,9-10,13-15H2,2-5H3/b19-8+,20-12+,22-11-/t25-/m1/s1
• InChI Key: QLPPFXAWHWHPOA-YYKMCKDXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.24570956 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9693	96.93%
Caco-2	+	0.5475	54.75%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9567	95.67%
P-glycoprotein inhibitior	+	0.8526	85.26%
P-glycoprotein substrate	-	0.7247	72.47%
CYP3A4 substrate	+	0.6264	62.64%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	+	0.5629	56.29%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.7299	72.99%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.7552	75.52%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	-	0.8459	84.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.7287	72.87%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.5549	55.49%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.7019	70.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7906	79.06%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7696	76.96%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.7842	78.42%
Estrogen receptor binding	+	0.5560	55.60%
Androgen receptor binding	+	0.5909	59.09%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.7595	75.95%
Aromatase binding	-	0.4860	48.60%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.8071	80.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.60%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.96%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.71%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.98%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163027578
• LOTUS: LTS0032953
• wikiData: Q105223717