(2S,3R,4E,6E)-4-methoxyocta-4,6-diene-2,3-diol

Details

• Internal ID: 44c45052-a2e3-4b4a-9581-58feca15ccbb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2S,3R,4E,6E)-4-methoxyocta-4,6-diene-2,3-diol
• SMILES (Canonical): CC=CC=C(C(C(C)O)O)OC
• SMILES (Isomeric): C/C=C/C=C(\[C@@H]([C@H](C)O)O)/OC
• InChI: InChI=1S/C9H16O3/c1-4-5-6-8(12-3)9(11)7(2)10/h4-7,9-11H,1-3H3/b5-4+,8-6+/t7-,9+/m0/s1
• InChI Key: ZPDLFPKAXILTNN-LFKNHHAASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22 g/mol
• Exact Mass: 172.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	+	0.6138	61.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6286	62.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8746	87.46%
P-glycoprotein inhibitior	-	0.9701	97.01%
P-glycoprotein substrate	-	0.9243	92.43%
CYP3A4 substrate	-	0.6385	63.85%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.8582	85.82%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	-	0.9618	96.18%
CYP inhibitory promiscuity	-	0.8038	80.38%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	+	0.5177	51.77%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.7540	75.40%
Eye irritation	-	0.7191	71.91%
Skin irritation	-	0.6138	61.38%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5239	52.39%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.5739	57.39%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6581	65.81%
Acute Oral Toxicity (c)	IV	0.5378	53.78%
Estrogen receptor binding	-	0.9611	96.11%
Androgen receptor binding	-	0.8617	86.17%
Thyroid receptor binding	-	0.8181	81.81%
Glucocorticoid receptor binding	-	0.8550	85.50%
Aromatase binding	-	0.9272	92.72%
PPAR gamma	-	0.8534	85.34%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.7257	72.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.67%	98.95%
CHEMBL301	P24941	Cyclin-dependent kinase 2	81.95%	91.23%

Plants that contains it

• Garcinia atroviridis

Cross-Links

• PubChem: 163195656
• LOTUS: LTS0244330
• wikiData: Q105380848