(2S)-5-[(2S,5E,7E,9S,10R,11E)-2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trienyl]-2-hydroxy-2-[(1S)-1-hydroxyethyl]-4-methylfuran-3-one

Details

• Internal ID: 2ca11509-c7b0-4ee6-9c3d-885fabb981ef
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2S)-5-[(2S,5E,7E,9S,10R,11E)-2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trienyl]-2-hydroxy-2-[(1S)-1-hydroxyethyl]-4-methylfuran-3-one
• SMILES (Canonical): CC=C(C)C(C(C)C=CC=CCCC(CC1=C(C(=O)C(O1)(C(C)O)O)C)O)O
• SMILES (Isomeric): C/C=C(\C)/[C@@H]([C@@H](C)/C=C/C=C/CC[C@@H](CC1=C(C(=O)[C@@](O1)([C@H](C)O)O)C)O)O
• InChI: InChI=1S/C22H34O6/c1-6-14(2)20(25)15(3)11-9-7-8-10-12-18(24)13-19-16(4)21(26)22(27,28-19)17(5)23/h6-9,11,15,17-18,20,23-25,27H,10,12-13H2,1-5H3/b8-7+,11-9+,14-6+/t15-,17-,18-,20-,22-/m0/s1
• InChI Key: DJGUIUUEMVFWLL-RPEHOYNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8429	84.29%
Caco-2	-	0.7202	72.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8918	89.18%
P-glycoprotein inhibitior	-	0.5657	56.57%
P-glycoprotein substrate	-	0.7019	70.19%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	0.8107	81.07%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.8532	85.32%
CYP2C9 inhibition	-	0.8601	86.01%
CYP2C19 inhibition	-	0.6803	68.03%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.8050	80.50%
CYP2C8 inhibition	-	0.8720	87.20%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6012	60.12%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.9826	98.26%
Skin irritation	-	0.5322	53.22%
Skin corrosion	-	0.8807	88.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7785	77.85%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4611	46.11%
Acute Oral Toxicity (c)	III	0.4542	45.42%
Estrogen receptor binding	+	0.6519	65.19%
Androgen receptor binding	+	0.5575	55.75%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.5608	56.08%
PPAR gamma	-	0.5495	54.95%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8405	84.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.34%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	91.81%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.89%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.48%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163020547
• LOTUS: LTS0025277
• wikiData: Q104982184