(1E,5E,8R,11E)-11-formyl-5-methyl-8-prop-1-en-2-ylcyclotetradeca-1,5,11-triene-1-carboxylic acid

Details

• Internal ID: b77f5121-0776-4a10-b96c-7d47a34db928
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1E,5E,8R,11E)-11-formyl-5-methyl-8-prop-1-en-2-ylcyclotetradeca-1,5,11-triene-1-carboxylic acid
• SMILES (Canonical): CC1=CCC(CCC(=CCCC(=CCC1)C(=O)O)C=O)C(=C)C
• SMILES (Isomeric): C/C/1=C\C[C@@H](CC/C(=C\CC/C(=C\CC1)/C(=O)O)/C=O)C(=C)C
• InChI: InChI=1S/C20H28O3/c1-15(2)18-12-10-16(3)6-4-8-19(20(22)23)9-5-7-17(14-21)11-13-18/h7-8,10,14,18H,1,4-6,9,11-13H2,2-3H3,(H,22,23)/b16-10+,17-7+,19-8+/t18-/m0/s1
• InChI Key: IEWDBOOZNCDGEW-KLMVOVRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.5465	54.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.8812	88.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8424	84.24%
P-glycoprotein inhibitior	-	0.7097	70.97%
P-glycoprotein substrate	-	0.8419	84.19%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.8217	82.17%
CYP2D6 substrate	-	0.9138	91.38%
CYP3A4 inhibition	-	0.8466	84.66%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.8799	87.99%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.7523	75.23%
CYP2C8 inhibition	-	0.7480	74.80%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.6608	66.08%
Eye irritation	-	0.6116	61.16%
Skin irritation	-	0.5773	57.73%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6625	66.25%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.7790	77.90%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7145	71.45%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6223	62.23%
Acute Oral Toxicity (c)	III	0.6739	67.39%
Estrogen receptor binding	-	0.5875	58.75%
Androgen receptor binding	-	0.6386	63.86%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	-	0.4644	46.44%
Aromatase binding	-	0.6304	63.04%
PPAR gamma	+	0.7064	70.64%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	92.45%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.18%	93.00%
CHEMBL2581	P07339	Cathepsin D	86.01%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.63%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.53%	95.50%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.99%	93.56%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%

Plants that contains it

• Cleome viscosa

Cross-Links

• PubChem: 162985530
• LOTUS: LTS0009571
• wikiData: Q105111999