(9S,10S)-3,4,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene-5,10-diol

Details

• Internal ID: 5493c254-ceb0-42f4-8a9c-5afbdf3ee707
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (9S,10S)-3,4,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene-5,10-diol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1(C)O)OC)OC)OC)OC)OC)O
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3C[C@]1(C)O)OC)OC)OC)OC)OC)O
• InChI: InChI=1S/C23H30O7/c1-12-8-13-9-15(24)19(27-4)21(29-6)17(13)18-14(11-23(12,2)25)10-16(26-3)20(28-5)22(18)30-7/h9-10,12,24-25H,8,11H2,1-7H3/t12-,23-/m0/s1
• InChI Key: LZUYISWUVHJQPR-MYODQAERSA-N
• Popularity: 2 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: 3.70
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• (6S,7S)-5,6,7,8-Tetrahydro-6,7-dimethyl-1,2,10,11,12-pentamethoxydibenzo[a,c]cyclooctene-3,7-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8900	89.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6424	64.24%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7228	72.28%
P-glycoprotein inhibitior	-	0.6133	61.33%
P-glycoprotein substrate	-	0.6966	69.66%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	+	0.6220	62.20%
CYP2D6 substrate	+	0.4419	44.19%
CYP3A4 inhibition	-	0.6467	64.67%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.7070	70.70%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	+	0.8137	81.37%
CYP2C8 inhibition	+	0.4916	49.16%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6610	66.10%
Skin irritation	-	0.6942	69.42%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.7291	72.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6821	68.21%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8561	85.61%
Acute Oral Toxicity (c)	III	0.6183	61.83%
Estrogen receptor binding	+	0.8201	82.01%
Androgen receptor binding	-	0.7791	77.91%
Thyroid receptor binding	+	0.7673	76.73%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9863	98.63%

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	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	95.68%	95.62%
CHEMBL261	P00915	Carbonic anhydrase I	95.32%	96.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.32%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.58%	92.68%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.68%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.97%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.26%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.17%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	84.63%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.51%	95.89%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.24%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.54%	91.03%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	81.75%	89.32%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.27%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.42%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.31%	96.00%

Plants that contains it

• Schisandra neglecta

Cross-Links

• PubChem: 5317812
• NPASS: NPC240279
• ChEMBL: CHEMBL2386336
• LOTUS: LTS0037928
• wikiData: Q105160150