(+)-Aschantin

Details

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	66bb37b6-dbec-4788-8104-31c14103c16b
Taxonomy	Lignans, neolignans and related compounds > Furanoid lignans
IUPAC Name	5-[(3S,3aR,6S,6aR)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole
SMILES (Canonical)	COC1=CC(=CC(=C1OC)OC)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5
SMILES (Isomeric)	COC1=CC(=CC(=C1OC)OC)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC5=C(C=C4)OCO5
InChI	InChI=1S/C22H24O7/c1-23-18-7-13(8-19(24-2)22(18)25-3)21-15-10-26-20(14(15)9-27-21)12-4-5-16-17(6-12)29-11-28-16/h4-8,14-15,20-21H,9-11H2,1-3H3/t14-,15-,20+,21+/m0/s1
InChI Key	ONDWGDNAFRAXCN-VUEDXXQZSA-N
Popularity	7 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₄O₇
Molecular Weight	400.40 g/mol
Exact Mass	400.15220310 g/mol
Topological Polar Surface Area (TPSA)	64.60 Å²
XlogP	2.80
Atomic LogP (AlogP)	3.52
H-Bond Acceptor	7
H-Bond Donor	0
Rotatable Bonds	5

Synonyms

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(+)-Aschantin

13060-15-6

5-[(3S,3aR,6S,6aR)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole

1,3-Benzodioxole, 5-(tetrahydro-4-(3,4,5-(trimethoxyphenyl)-1H,3H-furo(3,4-c)furan-1-yl))-, (1S-(1alpha,3aalpha,4alpha,6aalpha))-

5-(Tetrahydro-4-(3,4,5-(trimethoxyphenyl)-1H,3H-furo(3,4-c)furan-1-yl))-1,3-benzodioxole (1S-(1alpha,3aalpha,4alpha,6aalpha))-

Ashantin

1,3-Benzodioxole, 5-[tetrahydro-4-(3,4,5-trimethoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, (1S,3aR,4S,6aR)-

MEGxp0_000713

SCHEMBL17969446

ACon1_000607

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9887	98.87%
Caco-2	+	0.7282	72.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9503	95.03%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8907	89.07%
P-glycoprotein inhibitior	+	0.7283	72.83%
P-glycoprotein substrate	-	0.9462	94.62%
CYP3A4 substrate	+	0.5171	51.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3551	35.51%
CYP3A4 inhibition	+	0.8988	89.88%
CYP2C9 inhibition	+	0.8463	84.63%
CYP2C19 inhibition	+	0.9238	92.38%
CYP2D6 inhibition	-	0.5518	55.18%
CYP1A2 inhibition	+	0.5353	53.53%
CYP2C8 inhibition	-	0.5875	58.75%
CYP inhibitory promiscuity	+	0.9391	93.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4313	43.13%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8566	85.66%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7984	79.84%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6967	69.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7809	78.09%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	+	0.6640	66.40%
Aromatase binding	-	0.6921	69.21%
PPAR gamma	+	0.6620	66.20%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	96.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.87%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.74%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.39%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.26%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.93%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.64%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.08%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.49%	94.80%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.46%	82.67%
CHEMBL3438	Q05513	Protein kinase C zeta	86.44%	88.48%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.29%	96.00%
CHEMBL2535	P11166	Glucose transporter	84.87%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.96%	94.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.65%	85.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.38%	94.03%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.06%	80.96%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.95%	89.44%

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.

Achillea holosericea

Artemisia absinthium

Artemisia arborescens