5S-hydroxyrecifeiolide

Details

• Internal ID: 0b3e07ab-5e22-4d2b-8194-476ee94da849
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (6S,9E,12R)-6-hydroxy-12-methyl-1-oxacyclododec-9-en-2-one
• SMILES (Canonical): CC1CC=CCCC(CCCC(=O)O1)O
• SMILES (Isomeric): C[C@@H]1C/C=C/CC[C@H](CCCC(=O)O1)O
• InChI: InChI=1S/C12H20O3/c1-10-6-3-2-4-7-11(13)8-5-9-12(14)15-10/h2-3,10-11,13H,4-9H2,1H3/b3-2+/t10-,11-/m1/s1
• InChI Key: PFYIIATUFRENPK-WUNPDAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.8970	89.70%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6178	61.78%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9126	91.26%
P-glycoprotein inhibitior	-	0.9829	98.29%
P-glycoprotein substrate	-	0.9349	93.49%
CYP3A4 substrate	-	0.5122	51.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.9341	93.41%
CYP2C19 inhibition	-	0.8723	87.23%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.6421	64.21%
CYP2C8 inhibition	-	0.9774	97.74%
CYP inhibitory promiscuity	-	0.9791	97.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.7273	72.73%
Eye irritation	+	0.6995	69.95%
Skin irritation	+	0.5653	56.53%
Skin corrosion	-	0.8491	84.91%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5172	51.72%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6012	60.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5292	52.92%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7467	74.67%
Acute Oral Toxicity (c)	III	0.6293	62.93%
Estrogen receptor binding	-	0.7838	78.38%
Androgen receptor binding	-	0.8607	86.07%
Thyroid receptor binding	-	0.7283	72.83%
Glucocorticoid receptor binding	-	0.4901	49.01%
Aromatase binding	-	0.7060	70.60%
PPAR gamma	-	0.7170	71.70%
Honey bee toxicity	-	0.9355	93.55%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7361	73.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.30%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.06%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.07%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.48%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682964
• LOTUS: LTS0178094
• wikiData: Q105208242