Sacidumlignan B

Details

• Internal ID: a8519972-53b6-4dd1-a5d8-f3f50be0b9ae
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: (5R,6S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-dimethoxy-6,7-dimethyl-5,6-dihydronaphthalen-2-ol
• SMILES (Canonical): CC1C(C2=CC(=C(C(=C2C=C1C)OC)O)OC)C3=CC(=C(C(=C3)OC)O)OC
• SMILES (Isomeric): C[C@H]1[C@@H](C2=CC(=C(C(=C2C=C1C)OC)O)OC)C3=CC(=C(C(=C3)OC)O)OC
• InChI: InChI=1S/C22H26O6/c1-11-7-15-14(10-18(27-5)21(24)22(15)28-6)19(12(11)2)13-8-16(25-3)20(23)17(9-13)26-4/h7-10,12,19,23-24H,1-6H3/t12-,19-/m1/s1
• InChI Key: FTMPPAUMNSIYCL-CWTRNNRKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL523253
• (5R,6S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-dimethoxy-6,7-dimethyl-5,6-dihydronaphthalen-2-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7494	74.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6991	69.91%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8234	82.34%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7693	76.93%
P-glycoprotein inhibitior	-	0.5156	51.56%
P-glycoprotein substrate	-	0.7399	73.99%
CYP3A4 substrate	+	0.5636	56.36%
CYP2C9 substrate	-	0.5681	56.81%
CYP2D6 substrate	+	0.3514	35.14%
CYP3A4 inhibition	+	0.5548	55.48%
CYP2C9 inhibition	+	0.6666	66.66%
CYP2C19 inhibition	+	0.8055	80.55%
CYP2D6 inhibition	-	0.8450	84.50%
CYP1A2 inhibition	+	0.8142	81.42%
CYP2C8 inhibition	+	0.6837	68.37%
CYP inhibitory promiscuity	+	0.9113	91.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8771	87.71%
Carcinogenicity (trinary)	Non-required	0.4948	49.48%
Eye corrosion	-	0.9933	99.33%
Eye irritation	+	0.7362	73.62%
Skin irritation	-	0.7373	73.73%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4891	48.91%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.4820	48.20%
Estrogen receptor binding	+	0.8427	84.27%
Androgen receptor binding	+	0.5904	59.04%
Thyroid receptor binding	+	0.8251	82.51%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.7092	70.92%
PPAR gamma	+	0.7355	73.55%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.62%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.05%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.67%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.17%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.66%	92.68%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11315171
• LOTUS: LTS0020758
• wikiData: Q105001133