[(1S,5R,6R)-5-[[(1R,3aR,7R,7aS)-7-hydroxy-3a,7-dimethyl-3-oxo-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]methyl]-7-methylidene-4-oxo-6-bicyclo[3.2.1]oct-2-enyl] acetate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

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Details

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Internal ID	d38f6a19-18ea-4f16-833c-69617c424ea0
Taxonomy	Organoheterocyclic compounds > Isobenzofurans
IUPAC Name	[(1S,5R,6R)-5-[[(1R,3aR,7R,7aS)-7-hydroxy-3a,7-dimethyl-3-oxo-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]methyl]-7-methylidene-4-oxo-6-bicyclo[3.2.1]oct-2-enyl] acetate
SMILES (Canonical)	CC(=O)OC1C(=C)C2CC1(C(=O)C=C2)CC3C4C(CCCC4(C)O)(C(=O)O3)C
SMILES (Isomeric)	CC(=O)O[C@@H]1C(=C)[C@H]2C[C@@]1(C(=O)C=C2)C[C@@H]3[C@@H]4[C@@](CCC[C@@]4(C)O)(C(=O)O3)C
InChI	InChI=1S/C22H28O6/c1-12-14-6-7-16(24)22(10-14,18(12)27-13(2)23)11-15-17-20(3,19(25)28-15)8-5-9-21(17,4)26/h6-7,14-15,17-18,26H,1,5,8-11H2,2-4H3/t14-,15-,17-,18-,20-,21-,22+/m1/s1
InChI Key	OJXJQFQBGRICDT-WQYUKGOZSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₈O₆
Molecular Weight	388.50 g/mol
Exact Mass	388.18858861 g/mol
Topological Polar Surface Area (TPSA)	89.90 Å²
XlogP	1.60
Atomic LogP (AlogP)	2.49
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5853	58.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	-	0.2981	29.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.5618	56.18%
P-glycoprotein inhibitior	+	0.6212	62.12%
P-glycoprotein substrate	-	0.6887	68.87%
CYP3A4 substrate	+	0.6629	66.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	+	0.5440	54.40%
CYP2C9 inhibition	-	0.7013	70.13%
CYP2C19 inhibition	-	0.7550	75.50%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.6644	66.44%
CYP2C8 inhibition	-	0.5624	56.24%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6128	61.28%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9575	95.75%
Skin irritation	+	0.5727	57.27%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6000	60.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6455	64.55%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	I	0.3070	30.70%
Estrogen receptor binding	+	0.8287	82.87%
Androgen receptor binding	+	0.6112	61.12%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	+	0.8064	80.64%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.6914	69.14%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.79%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.96%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.12%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.01%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.21%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.97%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.75%	82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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