5',5''-Didemethoxypinoresinol

Details

• Internal ID: cbb1f2fa-e2d0-424d-a090-6e4f6e621c8c
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 4-[(3S,3aR,6S,6aR)-3-(4-hydroxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]phenol
• SMILES (Canonical): C1C2C(COC2C3=CC=C(C=C3)O)C(O1)C4=CC=C(C=C4)O
• SMILES (Isomeric): C1[C@H]2[C@H](CO[C@@H]2C3=CC=C(C=C3)O)[C@H](O1)C4=CC=C(C=C4)O
• InChI: InChI=1S/C18H18O4/c19-13-5-1-11(2-6-13)17-15-9-22-18(16(15)10-21-17)12-3-7-14(20)8-4-12/h1-8,15-20H,9-10H2/t15-,16-,17+,18+/m0/s1
• InChI Key: AYMLHOROIXAYPH-WNRNVDISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 88082-92-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.5170	51.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7685	76.85%
P-glycoprotein inhibitior	-	0.5502	55.02%
P-glycoprotein substrate	-	0.9666	96.66%
CYP3A4 substrate	-	0.6421	64.21%
CYP2C9 substrate	-	0.7739	77.39%
CYP2D6 substrate	+	0.4088	40.88%
CYP3A4 inhibition	-	0.5424	54.24%
CYP2C9 inhibition	+	0.6253	62.53%
CYP2C19 inhibition	+	0.6486	64.86%
CYP2D6 inhibition	-	0.7056	70.56%
CYP1A2 inhibition	+	0.6739	67.39%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	+	0.7471	74.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4173	41.73%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.8456	84.56%
Skin irritation	-	0.7202	72.02%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7660	76.60%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7097	70.97%
Acute Oral Toxicity (c)	III	0.6992	69.92%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.8426	84.26%
Thyroid receptor binding	+	0.5498	54.98%
Glucocorticoid receptor binding	+	0.5390	53.90%
Aromatase binding	-	0.4880	48.80%
PPAR gamma	+	0.5219	52.19%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	96.34%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.35%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	86.72%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.13%	96.09%

Plants that contains it

• Ecballium elaterium
• Vigna angularis
• Zanthoxylum wutaiense

Cross-Links

• PubChem: 101789268
• LOTUS: LTS0248466
• wikiData: Q104921227