6-Hydroxy-5,7,9,15,16-pentamethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione

Details

• Internal ID: e9cc099c-2846-472f-a1ef-2249252c55ab
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 6-hydroxy-5,7,9,15,16-pentamethyl-1-oxacyclohexadeca-3,11,13-triene-2,10-dione
• SMILES (Canonical): CC1CC(C(=O)C=CC=CC(C(OC(=O)C=CC(C1O)C)C)C)C
• SMILES (Isomeric): CC1CC(C(=O)C=CC=CC(C(OC(=O)C=CC(C1O)C)C)C)C
• InChI: InChI=1S/C20H30O4/c1-13-8-6-7-9-18(21)15(3)12-16(4)20(23)14(2)10-11-19(22)24-17(13)5/h6-11,13-17,20,23H,12H2,1-5H3
• InChI Key: WDMWTIKQIXSBFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 4
• 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	+	0.9480	94.80%
Caco-2	+	0.7240	72.40%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7032	70.32%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5370	53.70%
P-glycoprotein inhibitior	-	0.7778	77.78%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.9530	95.30%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	-	0.9162	91.62%
CYP inhibitory promiscuity	-	0.9845	98.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7793	77.93%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.8312	83.12%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.5698	56.98%
Skin corrosion	-	0.8308	83.08%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.6776	67.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6027	60.27%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.6098	60.98%
Androgen receptor binding	-	0.5212	52.12%
Thyroid receptor binding	-	0.6569	65.69%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.4872	48.72%
PPAR gamma	-	0.6380	63.80%
Honey bee toxicity	-	0.8898	88.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9081	90.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.67%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%

Plants that contains it

• Garuga pinnata

Cross-Links

• PubChem: 72594353
• LOTUS: LTS0239413
• wikiData: Q105165366