(E,6E)-6-[(E)-6-hydroxy-4-methylhex-4-enylidene]-2-(4-methylpent-3-enyl)hept-2-enedioic acid

Details

• Internal ID: a0e09d05-534b-4631-8f72-012bd710cf59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (E,6E)-6-[(E)-6-hydroxy-4-methylhex-4-enylidene]-2-(4-methylpent-3-enyl)hept-2-enedioic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCO)C)C(=O)O)C(=O)O)C
• SMILES (Isomeric): CC(=CCC/C(=C\CC/C(=C\CC/C(=C/CO)/C)/C(=O)O)/C(=O)O)C
• InChI: InChI=1S/C20H30O5/c1-15(2)7-4-9-17(19(22)23)11-6-12-18(20(24)25)10-5-8-16(3)13-14-21/h7,10-11,13,21H,4-6,8-9,12,14H2,1-3H3,(H,22,23)(H,24,25)/b16-13+,17-11+,18-10+
• InChI Key: CWJILJZJOHIERW-NIBIOVBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9451	94.51%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7334	73.34%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7994	79.94%
P-glycoprotein inhibitior	-	0.7950	79.50%
P-glycoprotein substrate	-	0.9638	96.38%
CYP3A4 substrate	-	0.5977	59.77%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.9111	91.11%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	-	0.7690	76.90%
CYP2C19 inhibition	-	0.8938	89.38%
CYP2D6 inhibition	-	0.8850	88.50%
CYP1A2 inhibition	-	0.8213	82.13%
CYP2C8 inhibition	-	0.9628	96.28%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.7216	72.16%
Eye corrosion	-	0.9036	90.36%
Eye irritation	+	0.6030	60.30%
Skin irritation	-	0.7014	70.14%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6827	68.27%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.5637	56.37%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.8754	87.54%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5922	59.22%
Acute Oral Toxicity (c)	IV	0.5975	59.75%
Estrogen receptor binding	+	0.6130	61.30%
Androgen receptor binding	-	0.7008	70.08%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	-	0.5274	52.74%
Aromatase binding	-	0.5661	56.61%
PPAR gamma	+	0.8113	81.13%
Honey bee toxicity	-	0.9612	96.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
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
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.58%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.08%	92.08%
CHEMBL2581	P07339	Cathepsin D	83.20%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 14707202
• LOTUS: LTS0229926
• wikiData: Q104971317