(4R,7E,11R)-7-methyl-10-propan-2-ylidene-4-prop-1-en-2-yl-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

Details

• Internal ID: b2c0af8e-8d2c-4927-848c-7cb98daf05a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4R,7E,11R)-7-methyl-10-propan-2-ylidene-4-prop-1-en-2-yl-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione
• SMILES (Canonical): CC1=CC(=O)C(=C(C)C)C2C=C(CCC(CC1=O)C(=C)C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\C(=O)C(=C(C)C)[C@H]2C=C(CC[C@H](CC1=O)C(=C)C)C(=O)O2
• InChI: InChI=1S/C20H24O4/c1-11(2)14-6-7-15-10-18(24-20(15)23)19(12(3)4)17(22)8-13(5)16(21)9-14/h8,10,14,18H,1,6-7,9H2,2-5H3/b13-8+/t14-,18-/m1/s1
• InChI Key: LJIFZXPRNZEHKA-DJMYYBMESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.6613	66.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.8603	86.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8048	80.48%
P-glycoprotein inhibitior	-	0.6335	63.35%
P-glycoprotein substrate	-	0.7936	79.36%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.7683	76.83%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	+	0.5919	59.19%
CYP2C8 inhibition	-	0.8166	81.66%
CYP inhibitory promiscuity	-	0.9238	92.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9225	92.25%
Carcinogenicity (trinary)	Non-required	0.6065	60.65%
Eye corrosion	-	0.9205	92.05%
Eye irritation	-	0.8305	83.05%
Skin irritation	+	0.4936	49.36%
Skin corrosion	-	0.8623	86.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5624	56.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.6987	69.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6932	69.32%
Acute Oral Toxicity (c)	III	0.5992	59.92%
Estrogen receptor binding	+	0.5421	54.21%
Androgen receptor binding	-	0.5563	55.63%
Thyroid receptor binding	-	0.5598	55.98%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	-	0.6895	68.95%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.8770	87.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.19%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.37%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	84.20%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14263426
• LOTUS: LTS0010583
• wikiData: Q105152598