(4S)-16-hydroxy-14-methoxy-4-methyl-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one

Details

• Internal ID: 0fab87de-d95e-4079-a91e-f499c9eb8785
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (4S)-16-hydroxy-14-methoxy-4-methyl-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one
• SMILES (Canonical): CC1CCCCCCCC2=C(C(=CC(=C2)OC)O)C(=O)O1
• SMILES (Isomeric): C[C@H]1CCCCCCCC2=C(C(=CC(=C2)OC)O)C(=O)O1
• InChI: InChI=1S/C17H24O4/c1-12-8-6-4-3-5-7-9-13-10-14(20-2)11-15(18)16(13)17(19)21-12/h10-12,18H,3-9H2,1-2H3/t12-/m0/s1
• InChI Key: XITNBSAHLJLWEN-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.8918	89.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6474	64.74%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5689	56.89%
P-glycoprotein inhibitior	-	0.8146	81.46%
P-glycoprotein substrate	-	0.9368	93.68%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8234	82.34%
CYP3A4 inhibition	-	0.6149	61.49%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.6665	66.65%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	+	0.7888	78.88%
CYP2C8 inhibition	-	0.7807	78.07%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.7115	71.15%
Eye corrosion	-	0.9628	96.28%
Eye irritation	-	0.7836	78.36%
Skin irritation	-	0.7030	70.30%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7419	74.19%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6185	61.85%
Acute Oral Toxicity (c)	III	0.4616	46.16%
Estrogen receptor binding	+	0.6866	68.66%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	-	0.5938	59.38%
PPAR gamma	+	0.7550	75.50%
Honey bee toxicity	-	0.9291	92.91%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9614	96.14%

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	97.20%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.74%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	93.29%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.94%	92.94%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.95%	99.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.13%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.95%	91.07%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.52%	82.67%
CHEMBL2535	P11166	Glucose transporter	87.09%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.94%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.84%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.59%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.25%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.23%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.39%	80.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.96%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.78%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.35%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.28%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

• Euphorbia plumerioides
• Ozoroa insignis

Cross-Links

• PubChem: 14807788
• LOTUS: LTS0007072
• wikiData: Q105328742