Caruilignan D

Details

• Internal ID: 37e91619-73d4-4caa-baeb-aa6d4fc67422
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (3R,3aR,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3,3a,4,6a-tetrahydro-1H-furo[3,4-c]furan-6-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C3COC(=O)C3CO2
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@H]2[C@H]3COC(=O)[C@H]3CO2
• InChI: InChI=1S/C14H16O6/c1-17-10-3-7(4-11(18-2)12(10)15)13-8-5-20-14(16)9(8)6-19-13/h3-4,8-9,13,15H,5-6H2,1-2H3/t8-,9-,13-/m0/s1
• InChI Key: AUXYOVQIZNPKSO-RVBZMBCESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Curuilignan D
• CHEMBL4574027

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7670	76.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8378	83.78%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8907	89.07%
P-glycoprotein inhibitior	-	0.8424	84.24%
P-glycoprotein substrate	-	0.8445	84.45%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.7517	75.17%
CYP3A4 inhibition	+	0.5358	53.58%
CYP2C9 inhibition	+	0.6581	65.81%
CYP2C19 inhibition	+	0.7225	72.25%
CYP2D6 inhibition	-	0.8573	85.73%
CYP1A2 inhibition	-	0.6183	61.83%
CYP2C8 inhibition	-	0.7327	73.27%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9040	90.40%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.5138	51.38%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6109	61.09%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5594	55.94%
skin sensitisation	-	0.6609	66.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7657	76.57%
Acute Oral Toxicity (c)	III	0.5435	54.35%
Estrogen receptor binding	+	0.7147	71.47%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6550	65.50%
Glucocorticoid receptor binding	+	0.6424	64.24%
Aromatase binding	-	0.7220	72.20%
PPAR gamma	+	0.5623	56.23%
Honey bee toxicity	-	0.8160	81.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9546	95.46%

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	98.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.02%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.66%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.38%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.24%	92.94%

Plants that contains it

• Aquilaria sinensis
• Artemisia carvifolia

Cross-Links

• PubChem: 10850329
• NPASS: NPC186220
• LOTUS: LTS0074050
• wikiData: Q77566586