Horsfieldin

Details

• Internal ID: ebd4e5a9-dd67-46b6-ac19-9308de29cd89
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 5-[(3S,3aR,6R,6aR)-6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@@H]2[C@H]3CO[C@H]([C@H]3CO2)C4=CC5=C(C=C4)OCO5)O
• InChI: InChI=1S/C20H20O6/c1-22-16-4-2-11(6-15(16)21)19-13-8-24-20(14(13)9-23-19)12-3-5-17-18(7-12)26-10-25-17/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20-/m0/s1
• InChI Key: BURBOJZOZGMMQF-LHHVKLHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6331	63.31%
P-glycoprotein inhibitior	-	0.4388	43.88%
P-glycoprotein substrate	-	0.9365	93.65%
CYP3A4 substrate	+	0.5133	51.33%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	+	0.8633	86.33%
CYP2C9 inhibition	+	0.8843	88.43%
CYP2C19 inhibition	+	0.9027	90.27%
CYP2D6 inhibition	+	0.6363	63.63%
CYP1A2 inhibition	+	0.5997	59.97%
CYP2C8 inhibition	-	0.5947	59.47%
CYP inhibitory promiscuity	+	0.8730	87.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Warning	0.3743	37.43%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8362	83.62%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7715	77.15%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7412	74.12%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.7352	73.52%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	-	0.5183	51.83%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9790	97.90%

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	98.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL3438	Q05513	Protein kinase C zeta	92.02%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.04%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	89.70%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.92%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.33%	89.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.99%	82.67%
CHEMBL2535	P11166	Glucose transporter	85.09%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.47%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.19%	97.14%

Plants that contains it

• Acanthosyris paulo-alvinii
• Aglaia perviridis
• Ardisia japonica
• Betula alnoides
• Cnidoscolus texanus
• Diospyros montana
• Dracaena hanningtonii
• Flaveria bidentis
• Horsfieldia irya
• Hymenaea oblongifolia
• Lespedeza cyrtobotrya
• Phoebe grandis
• Piper sarmentosum
• Ptelea crenulata
• Rubus pileatus
• Teucrium fragile
• Trichilia dregeana
• Uvaria ferruginea
• Veronica anagallis-aquatica

Cross-Links

• PubChem: 101389128
• NPASS: NPC186858
• LOTUS: LTS0226951
• wikiData: Q104403750