(2Z,4E,6S,7S)-6,7-dihydroxy-7-[(2S,3R)-3-(hydroxymethyl)oxiran-2-yl]-2-[(E)-prop-1-enyl]hepta-2,4-dienal

Details

• Internal ID: a3a373be-5272-40d9-af83-795a68223788
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2Z,4E,6S,7S)-6,7-dihydroxy-7-[(2S,3R)-3-(hydroxymethyl)oxiran-2-yl]-2-[(E)-prop-1-enyl]hepta-2,4-dienal
• SMILES (Canonical): CC=CC(=CC=CC(C(C1C(O1)CO)O)O)C=O
• SMILES (Isomeric): C/C=C/C(=C/C=C/[C@@H]([C@@H]([C@H]1[C@H](O1)CO)O)O)/C=O
• InChI: InChI=1S/C13H18O5/c1-2-4-9(7-14)5-3-6-10(16)12(17)13-11(8-15)18-13/h2-7,10-13,15-17H,8H2,1H3/b4-2+,6-3+,9-5-/t10-,11+,12-,13+/m0/s1
• InChI Key: VAEGPTFYQCVMTP-DCAOZVOOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7799	77.99%
Caco-2	-	0.7503	75.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9358	93.58%
P-glycoprotein inhibitior	-	0.9515	95.15%
P-glycoprotein substrate	-	0.8421	84.21%
CYP3A4 substrate	+	0.5059	50.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.9531	95.31%
CYP2C9 inhibition	-	0.8016	80.16%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8042	80.42%
CYP2C8 inhibition	-	0.8933	89.33%
CYP inhibitory promiscuity	-	0.8217	82.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9516	95.16%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.6491	64.91%
Skin corrosion	-	0.8357	83.57%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7052	70.52%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7255	72.55%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6547	65.47%
Acute Oral Toxicity (c)	III	0.4415	44.15%
Estrogen receptor binding	-	0.6091	60.91%
Androgen receptor binding	-	0.8276	82.76%
Thyroid receptor binding	-	0.6993	69.93%
Glucocorticoid receptor binding	-	0.5944	59.44%
Aromatase binding	-	0.6406	64.06%
PPAR gamma	-	0.6078	60.78%
Honey bee toxicity	-	0.8025	80.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.7297	72.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.94%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.46%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.08%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.63%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.20%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162889820
• LOTUS: LTS0015060
• wikiData: Q105282666