(1aR,4S,4aS,5S,9aS)-4,4a,6-Trimethyl-9-oxo-2,3,4,4a,5,9-hexahydro-1aH-oxireno[8,8a]naphtho[2,3-b]furan-5-yl 2-methylpropanoate

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	a1e12661-52dd-4d60-981c-c9988ed62dae
Taxonomy	Organoheterocyclic compounds > Naphthofurans
IUPAC Name	[(1S,8S,9S,10S,13R)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] 2-methylpropanoate
SMILES (Canonical)	CC1CCC2C3(C1(C(C4=C(C3=O)OC=C4C)OC(=O)C(C)C)C)O2
SMILES (Isomeric)	C[C@H]1CC[C@@H]2[C@]3([C@@]1([C@@H](C4=C(C3=O)OC=C4C)OC(=O)C(C)C)C)O2
InChI	InChI=1S/C19H24O5/c1-9(2)17(21)23-16-13-10(3)8-22-14(13)15(20)19-12(24-19)7-6-11(4)18(16,19)5/h8-9,11-12,16H,6-7H2,1-5H3/t11-,12+,16+,18-,19-/m0/s1
InChI Key	WNPQEVZAOIQRLM-MFLGIWNWSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₄O₅
Molecular Weight	332.40 g/mol
Exact Mass	332.16237386 g/mol
Topological Polar Surface Area (TPSA)	69.00 Å²
XlogP	3.50
Atomic LogP (AlogP)	3.60
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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(1aR,4S,4aS,5S,9aS)-4,4a,6-Trimethyl-9-oxo-2,3,4,4a,5,9-hexahydro-1aH-oxireno[8,8a]naphtho[2,3-b]furan-5-yl 2-methylpropanoate

[(1S,8S,9S,10S,13R)-6,9,10-Trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] 2-methylpropanoate

1beta,10beta-Epoxy-6beta-isobutyryloxy-9-oxofuranoeremophilane

CHEBI:69896

AKOS040762606

Q27138240

1??,10??-Epoxy-6??-isobutyryloxy-9-oxofuranoeremophilane

(4S)-8beta,8abeta-Epoxy-4,4a,5,6,7,8,8a,9-octahydro-3,4abeta,5beta-trimethyl-9-oxonaphtho[2,3-b]furan-4beta-ol isobutyrate

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	+	0.9847	98.47%
Caco-2	+	0.6714	67.14%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6603	66.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7157	71.57%
P-glycoprotein inhibitior	-	0.5579	55.79%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	0.6275	62.75%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.6030	60.30%
CYP2C9 inhibition	-	0.6911	69.11%
CYP2C19 inhibition	-	0.6872	68.72%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.7112	71.12%
CYP2C8 inhibition	-	0.6787	67.87%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4959	49.59%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.7046	70.46%
Skin corrosion	-	0.8150	81.50%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4212	42.12%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.7586	75.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7515	75.15%
Acute Oral Toxicity (c)	III	0.4898	48.98%
Estrogen receptor binding	+	0.8878	88.78%
Androgen receptor binding	+	0.6834	68.34%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7169	71.69%
Aromatase binding	+	0.5392	53.92%
PPAR gamma	+	0.7880	78.80%
Honey bee toxicity	-	0.7019	70.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9828	98.28%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.59%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.94%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.83%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.52%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.33%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.26%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.30%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.18%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.35%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.01%	94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.