(2-Hydroxy-6,10-dimethyl-15-methylidene-14-oxo-13,18-dioxatricyclo[9.6.1.012,16]octadeca-5,9-dien-2-yl)methyl acetate

Details

• Internal ID: 33e2adba-955f-48ac-8ea2-403430c678d5
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (2-hydroxy-6,10-dimethyl-15-methylidene-14-oxo-13,18-dioxatricyclo[9.6.1.012,16]octadeca-5,9-dien-2-yl)methyl acetate
• SMILES (Canonical): CC1=CCCC(C2CC3C(C(O2)C(=CCC1)C)OC(=O)C3=C)(COC(=O)C)O
• SMILES (Isomeric): CC1=CCCC(C2CC3C(C(O2)C(=CCC1)C)OC(=O)C3=C)(COC(=O)C)O
• InChI: InChI=1S/C22H30O6/c1-13-7-5-9-14(2)19-20-17(15(3)21(24)28-20)11-18(27-19)22(25,10-6-8-13)12-26-16(4)23/h8-9,17-20,25H,3,5-7,10-12H2,1-2,4H3
• InChI Key: GLJMBPCZLHLZOZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.6126	61.26%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8280	82.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7136	71.36%
BSEP inhibitior	-	0.5563	55.63%
P-glycoprotein inhibitior	-	0.4528	45.28%
P-glycoprotein substrate	-	0.6614	66.14%
CYP3A4 substrate	+	0.6639	66.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.6405	64.05%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8574	85.74%
Skin irritation	+	0.5760	57.60%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3869	38.69%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5456	54.56%
skin sensitisation	-	0.8867	88.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6588	65.88%
Acute Oral Toxicity (c)	I	0.4390	43.90%
Estrogen receptor binding	+	0.7386	73.86%
Androgen receptor binding	+	0.6261	62.61%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.8618	86.18%
Aromatase binding	-	0.4939	49.39%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.37%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.06%	96.09%
CHEMBL5028	O14672	ADAM10	85.17%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162949690
• LOTUS: LTS0239398
• wikiData: Q105010981