kadsulignan N

Details

• Internal ID: 38c764de-cf8e-442c-a156-ddf489a4dbef
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1S,14R,15S,16R)-4,5,6,9,10,11-hexamethoxy-15,16-dimethyl-17-oxatetracyclo[12.2.1.02,7.08,13]heptadeca-2,4,6,8,10,12-hexaene
• SMILES (Canonical): CC1C(C2C3=CC(=C(C(=C3C4=C(C(=C(C=C4C1O2)OC)OC)OC)OC)OC)OC)C
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]2C3=CC(=C(C(=C3C4=C(C(=C(C=C4[C@H]1O2)OC)OC)OC)OC)OC)OC)C
• InChI: InChI=1S/C24H30O7/c1-11-12(2)20-14-10-16(26-4)22(28-6)24(30-8)18(14)17-13(19(11)31-20)9-15(25-3)21(27-5)23(17)29-7/h9-12,19-20H,1-8H3/t11-,12+,19+,20-
• InChI Key: RRQAIPQPPCAEHD-SRRICDNISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₇
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.19915329 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL517461

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.8510	85.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5100	51.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8434	84.34%
P-glycoprotein inhibitior	+	0.6775	67.75%
P-glycoprotein substrate	-	0.9319	93.19%
CYP3A4 substrate	-	0.5314	53.14%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.4137	41.37%
CYP3A4 inhibition	+	0.5372	53.72%
CYP2C9 inhibition	-	0.8130	81.30%
CYP2C19 inhibition	+	0.7707	77.07%
CYP2D6 inhibition	-	0.7899	78.99%
CYP1A2 inhibition	+	0.9443	94.43%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8769	87.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Warning	0.3795	37.95%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.6936	69.36%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6943	69.43%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4944	49.44%
Acute Oral Toxicity (c)	II	0.5551	55.51%
Estrogen receptor binding	+	0.8417	84.17%
Androgen receptor binding	+	0.6244	62.44%
Thyroid receptor binding	+	0.8233	82.33%
Glucocorticoid receptor binding	+	0.7005	70.05%
Aromatase binding	+	0.5362	53.62%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	94.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.94%	96.86%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.16%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.70%	97.14%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.57%	89.32%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.03%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.37%	98.75%

Plants that contains it

• Kadsura angustifolia

Cross-Links

• PubChem: 44567514
• LOTUS: LTS0189093
• wikiData: Q105244292