(1S,8S,9S,10S)-9-(7-methoxy-1,3-benzodioxol-5-yl)-10-methyl-8-prop-2-enyl-2,4-dioxatricyclo[6.2.1.01,5]undec-5-en-7-one

Details

• Internal ID: fa2b2113-84a9-4b0a-a7d9-3b68dd23d2b6
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (1S,8S,9S,10S)-9-(7-methoxy-1,3-benzodioxol-5-yl)-10-methyl-8-prop-2-enyl-2,4-dioxatricyclo[6.2.1.01,5]undec-5-en-7-one
• SMILES (Canonical): CC1C(C2(CC13C(=CC2=O)OCO3)CC=C)C4=CC5=C(C(=C4)OC)OCO5
• SMILES (Isomeric): C[C@H]1[C@H]([C@@]2(C[C@@]13C(=CC2=O)OCO3)CC=C)C4=CC5=C(C(=C4)OC)OCO5
• InChI: InChI=1S/C21H22O6/c1-4-5-20-9-21(17(8-16(20)22)25-11-27-21)12(2)18(20)13-6-14(23-3)19-15(7-13)24-10-26-19/h4,6-8,12,18H,1,5,9-11H2,2-3H3/t12-,18-,20+,21-/m0/s1
• InChI Key: VMBFNOIPGQFDTB-HDVOXMMCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7277	72.77%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7665	76.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7818	78.18%
P-glycoprotein inhibitior	-	0.4513	45.13%
P-glycoprotein substrate	-	0.5935	59.35%
CYP3A4 substrate	+	0.6255	62.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	+	0.8892	88.92%
CYP2C9 inhibition	-	0.6971	69.71%
CYP2C19 inhibition	+	0.6422	64.22%
CYP2D6 inhibition	-	0.8569	85.69%
CYP1A2 inhibition	-	0.7941	79.41%
CYP2C8 inhibition	+	0.4772	47.72%
CYP inhibitory promiscuity	+	0.7448	74.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5436	54.36%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6506	65.06%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5566	55.66%
Acute Oral Toxicity (c)	III	0.3614	36.14%
Estrogen receptor binding	+	0.8994	89.94%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.7581	75.81%
Glucocorticoid receptor binding	+	0.8297	82.97%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7765	77.65%
Honey bee toxicity	-	0.5059	50.59%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.18%	96.77%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.49%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.17%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.43%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.90%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.07%	95.89%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.24%	92.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.13%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.10%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.55%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.16%	86.00%
CHEMBL4530	P00488	Coagulation factor XIII	82.02%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.01%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Cryptocarya liebertiana
• Ocotea bullata

Cross-Links

• PubChem: 102065915
• LOTUS: LTS0107075
• wikiData: Q104403472