Marlignan F

Details

• Internal ID: b803b217-500c-4717-913f-7c56b8143306
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (8R,9S,10S)-3,4,8,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene-5,14-diol
• InChI: InChI=1S/C23H30O7/c1-11-8-13-9-15(24)20(27-4)22(29-6)17(13)18-14(19(26-3)12(11)2)10-16(25)21(28-5)23(18)30-7/h9-12,19,24-25H,8H2,1-7H3/t11-,12-,19+/m0/s1
• InChI Key: ZSRXTAWAFTULPM-SYTFOFBDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.19915329 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL1096485
• (5R,6S,7S)-1,2,5,11,12-Pentamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene-3,10-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7603	76.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6045	60.45%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6166	61.66%
P-glycoprotein inhibitior	-	0.4750	47.50%
P-glycoprotein substrate	-	0.7869	78.69%
CYP3A4 substrate	+	0.5429	54.29%
CYP2C9 substrate	+	0.7791	77.91%
CYP2D6 substrate	+	0.4859	48.59%
CYP3A4 inhibition	-	0.7884	78.84%
CYP2C9 inhibition	-	0.7519	75.19%
CYP2C19 inhibition	-	0.5611	56.11%
CYP2D6 inhibition	-	0.6045	60.45%
CYP1A2 inhibition	+	0.9317	93.17%
CYP2C8 inhibition	-	0.6866	68.66%
CYP inhibitory promiscuity	-	0.5219	52.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.6977	69.77%
Skin irritation	-	0.6720	67.20%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6491	64.91%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9192	91.92%
Acute Oral Toxicity (c)	III	0.5476	54.76%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.5768	57.68%
Thyroid receptor binding	+	0.7709	77.09%
Glucocorticoid receptor binding	+	0.7957	79.57%
Aromatase binding	+	0.5804	58.04%
PPAR gamma	+	0.7111	71.11%
Honey bee toxicity	-	0.8540	85.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.92%	91.79%
CHEMBL217	P14416	Dopamine D2 receptor	94.62%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	88.60%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.62%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	87.06%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.12%	85.14%
CHEMBL2535	P11166	Glucose transporter	85.78%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.20%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.05%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%

Plants that contains it

• Schisandra rubriflora

Cross-Links

• PubChem: 46832250
• LOTUS: LTS0049271
• wikiData: Q105382671