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

Details

• Internal ID: d5fcc39a-e22c-4ad9-9740-b2825c7e2d8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (E,6R)-6-[(E)-6-hydroxy-4-methylhex-4-enyl]-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@@H](CCC/C(=C/CO)/C)C(=O)O)/C(=O)O)C
• InChI: InChI=1S/C20H32O5/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/h7,11,13,18,21H,4-6,8-10,12,14H2,1-3H3,(H,22,23)(H,24,25)/b16-13+,17-11+/t18-/m1/s1
• InChI Key: UAVZQXWDYAGFFJ-RMEZYJCPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 13

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	-	0.6619	66.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7334	73.34%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7998	79.98%
P-glycoprotein inhibitior	-	0.8095	80.95%
P-glycoprotein substrate	-	0.8611	86.11%
CYP3A4 substrate	+	0.5099	50.99%
CYP2C9 substrate	-	0.5528	55.28%
CYP2D6 substrate	-	0.9159	91.59%
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	-	0.9279	92.79%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.7216	72.16%
Eye corrosion	-	0.9036	90.36%
Eye irritation	-	0.6207	62.07%
Skin irritation	-	0.7014	70.14%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6824	68.24%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.5637	56.37%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.8754	87.54%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6206	62.06%
Acute Oral Toxicity (c)	IV	0.5975	59.75%
Estrogen receptor binding	+	0.6527	65.27%
Androgen receptor binding	-	0.5255	52.55%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	-	0.4633	46.33%
Aromatase binding	-	0.6713	67.13%
PPAR gamma	+	0.7694	76.94%
Honey bee toxicity	-	0.9290	92.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	92.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.23%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.44%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.90%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.53%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.26%	94.33%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 163093760
• LOTUS: LTS0034805
• wikiData: Q105269105