Galbacin

Details

• Internal ID: 0b88fcaf-cbc2-4eac-9cb9-47f06d906573
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 5-[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): CC1C(C(OC1C2=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
• InChI Key: QFUXQRHAJWXPGP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

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

Synonyms

• 178740-32-4
• 84709-25-1
• rel-(8r,8'r)-dimethyl-(7s,7'r)-bis(3,4-methylenedioxyphenyl)tetrahydro-furan
• 5-[5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
• NSC34395
• Compound NP-023852
• QFUXQRHAJWXPGP-UHFFFAOYSA-N
• 1,3-Benzodioxole, 5,5'-(tetrahydro-3,4-dimethyl-2,5-furandiyl)bis-, [2S-(2.alpha.,3.beta.,4.alpha.,5.beta.)]-
• NSC-34395
• AKOS040737400
• FT-0775481
• 5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyltetrahydro-2-furanyl]-1,3-benzodioxole #

2D Structure

ADMET Properties (via admetSAR 2)

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

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	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

• Acorus calamus var. angustatus
• Acorus gramineus
• Aristolochia holostylis
• Bicuiba oleifera
• Chamaecyparis obtusa
• Knema elegans
• Machilus thunbergii
• Myristica fragrans
• Piper kadsura
• Piper schmidtii
• Saururus chinensis
• Virola surinamensis

Cross-Links

• PubChem: 234441
• NPASS: NPC229607
• LOTUS: LTS0252710
• wikiData: Q105219777