12-Hydroxy-14-methoxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one

Details

• Internal ID: 68f6130d-163d-4a45-abfc-471191148036
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 12-hydroxy-14-methoxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one
• SMILES (Canonical): CC1CC2C(CC3(C1CC(OC3OC)O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3(C1CC(OC3OC)O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C16H24O5/c1-8-5-12-10(9(2)14(18)20-12)7-16(3)11(8)6-13(17)21-15(16)19-4/h8,10-13,15,17H,2,5-7H2,1,3-4H3
• InChI Key: MVHNCAQBVYLLRQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• 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	+	0.9842	98.42%
Caco-2	+	0.6309	63.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5388	53.88%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8870	88.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9173	91.73%
P-glycoprotein inhibitior	-	0.8103	81.03%
P-glycoprotein substrate	-	0.7821	78.21%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.5715	57.15%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.8855	88.55%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.7237	72.37%
CYP2C8 inhibition	-	0.7876	78.76%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.5715	57.15%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6356	63.56%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.7507	75.07%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6598	65.98%
Acute Oral Toxicity (c)	II	0.4671	46.71%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	+	0.5971	59.71%
Thyroid receptor binding	+	0.5940	59.40%
Glucocorticoid receptor binding	+	0.7172	71.72%
Aromatase binding	+	0.6206	62.06%
PPAR gamma	-	0.6464	64.64%
Honey bee toxicity	-	0.6578	65.78%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.30%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.24%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	81.73%	90.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.34%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.00%	100.00%

Plants that contains it

• Geigeria ornativa
• Hymenoxys subintegra

Cross-Links

• PubChem: 14414292
• LOTUS: LTS0103980
• wikiData: Q105173025