7a-[1-(7-Methoxy-1,3-benzodioxol-5-yl)propan-2-yl]-6-prop-2-enyl-6,7-dihydro-1,3-benzodioxol-5-one

Details

• Internal ID: 1e55e0d0-a190-44ec-84a1-c88cfe7ded4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 7a-[1-(7-methoxy-1,3-benzodioxol-5-yl)propan-2-yl]-6-prop-2-enyl-6,7-dihydro-1,3-benzodioxol-5-one
• SMILES (Canonical): CC(CC1=CC2=C(C(=C1)OC)OCO2)C34CC(C(=O)C=C3OCO4)CC=C
• SMILES (Isomeric): CC(CC1=CC2=C(C(=C1)OC)OCO2)C34CC(C(=O)C=C3OCO4)CC=C
• InChI: InChI=1S/C21H24O6/c1-4-5-15-10-21(19(9-16(15)22)25-12-27-21)13(2)6-14-7-17(23-3)20-18(8-14)24-11-26-20/h4,7-9,13,15H,1,5-6,10-12H2,2-3H3
• InChI Key: WAOBWNFUAYREQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.15728848 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.6669	66.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6252	62.52%
P-glycoprotein inhibitior	+	0.6086	60.86%
P-glycoprotein substrate	-	0.5371	53.71%
CYP3A4 substrate	+	0.6521	65.21%
CYP2C9 substrate	-	0.8072	80.72%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.8812	88.12%
CYP2C9 inhibition	-	0.7517	75.17%
CYP2C19 inhibition	+	0.5760	57.60%
CYP2D6 inhibition	-	0.8025	80.25%
CYP1A2 inhibition	-	0.7431	74.31%
CYP2C8 inhibition	-	0.5709	57.09%
CYP inhibitory promiscuity	+	0.6609	66.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9351	93.51%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6517	65.17%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.6073	60.73%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7039	70.39%
Acute Oral Toxicity (c)	III	0.4024	40.24%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	-	0.5904	59.04%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.6269	62.69%
Honey bee toxicity	+	0.5607	56.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.65%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.90%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.31%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.48%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.26%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.97%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.88%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.48%	94.80%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.80%	85.30%
CHEMBL1255126	O15151	Protein Mdm4	83.09%	90.20%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.97%	95.71%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.74%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.72%	96.61%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.70%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.26%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.16%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.84%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.51%	93.40%
CHEMBL4208	P20618	Proteasome component C5	80.33%	90.00%

Plants that contains it

• Ocotea bullata

Cross-Links

• PubChem: 162845635
• LOTUS: LTS0274057
• wikiData: Q105300345