(-)-Galbacin

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	23bdcc23-7a41-4573-becb-55aa4f324b8b
Taxonomy	Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name	5-[(2S,3S,4S,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
SMILES (Canonical)	CC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)C
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H](O[C@@H]1C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)C
InChI	InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12-,19-,20-/m0/s1
InChI Key	QFUXQRHAJWXPGP-HIGYNYDNSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₀O₅
Molecular Weight	340.40 g/mol
Exact Mass	340.13107373 g/mol
Topological Polar Surface Area (TPSA)	46.20 Å²
XlogP	4.10
Atomic LogP (AlogP)	4.23
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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Galbacin, (-)-

GALBACIN

51RT426L5S

UNII-51RT426L5S

528-64-3

1,3-Benzodioxole, 5,5'-((2S,3S,4S,5S)-tetrahydro-3,4-dimethyl-2,5-furandiyl)bis-

Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4-(methylenedioxy)phenyl)-, (all-S)-

1,3-Benzodioxole, 5,5'-(tetrahydro-3,4-dimethyl-2,5-furandiyl)bis-, (2S-(2alpha,3beta,4alpha,5beta))-

SCHEMBL4737162

1,3-BENZODIOXOLE, 5,5'-(TETRAHYDRO-3,4-DIMETHYL-2,5-FURANDIYL)BIS-, (2S-(2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.))-

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	+	0.9898	98.98%
Caco-2	+	0.7153	71.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7668	76.68%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7526	75.26%
P-glycoprotein inhibitior	+	0.7104	71.04%
P-glycoprotein substrate	-	0.9821	98.21%
CYP3A4 substrate	-	0.6469	64.69%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7320	73.20%
CYP3A4 inhibition	+	0.8222	82.22%
CYP2C9 inhibition	+	0.8921	89.21%
CYP2C19 inhibition	+	0.8975	89.75%
CYP2D6 inhibition	+	0.6529	65.29%
CYP1A2 inhibition	+	0.8867	88.67%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	+	0.9553	95.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Warning	0.4292	42.92%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8930	89.30%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6855	68.55%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6273	62.73%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5481	54.81%
Acute Oral Toxicity (c)	III	0.7149	71.49%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.7048	70.48%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	+	0.6676	66.76%
Aromatase binding	+	0.5641	56.41%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.9604	96.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	96.03%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.88%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.20%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.61%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.32%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.50%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.02%	100.00%

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.

Acorus calamus var. angustatus

Acorus gramineus

Aristolochia arcuata

Aristolochia holostylis

Bicuiba oleifera

Castilleja sulphurea

Catalpa bignonioides

Cirsium arvense var. integrifolium

Dioscorea villosa

Entada phaseoloides

Erymophyllum tenellum

Esenbeckia nesiotica