(9S,10S,11R)-3,4,11,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-5-ol

Details

• Internal ID: 52113fb8-c0f9-4855-a7fe-0679abdc0467
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (9S,10S,11R)-3,4,11,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-5-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C3=C(C4=C(C=C3C(C1C)OC)OCO4)OC)OC)OC)O
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2C3=C(C4=C(C=C3[C@@H]([C@H]1C)OC)OCO4)OC)OC)OC)O
• InChI: InChI=1S/C23H28O7/c1-11-7-13-8-15(24)20(26-4)22(27-5)17(13)18-14(19(25-3)12(11)2)9-16-21(23(18)28-6)30-10-29-16/h8-9,11-12,19,24H,7,10H2,1-6H3/t11-,12-,19+/m0/s1
• InChI Key: WYKCWLMVRLFACA-SYTFOFBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.8564	85.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5525	55.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8603	86.03%
P-glycoprotein inhibitior	+	0.6202	62.02%
P-glycoprotein substrate	-	0.7957	79.57%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	+	0.3724	37.24%
CYP3A4 inhibition	+	0.5902	59.02%
CYP2C9 inhibition	+	0.7733	77.33%
CYP2C19 inhibition	+	0.7027	70.27%
CYP2D6 inhibition	+	0.5993	59.93%
CYP1A2 inhibition	+	0.5624	56.24%
CYP2C8 inhibition	-	0.5782	57.82%
CYP inhibitory promiscuity	+	0.7115	71.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9508	95.08%
Carcinogenicity (trinary)	Non-required	0.4123	41.23%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8671	86.71%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6907	69.07%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7726	77.26%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8944	89.44%
Acute Oral Toxicity (c)	III	0.4814	48.14%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	-	0.5081	50.81%
Thyroid receptor binding	+	0.7471	74.71%
Glucocorticoid receptor binding	+	0.7916	79.16%
Aromatase binding	+	0.5476	54.76%
PPAR gamma	+	0.8059	80.59%
Honey bee toxicity	-	0.7732	77.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.13%	91.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.26%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.04%	96.77%
CHEMBL261	P00915	Carbonic anhydrase I	89.66%	96.76%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.59%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.24%	92.62%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.82%	80.96%
CHEMBL217	P14416	Dopamine D2 receptor	87.79%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.06%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.25%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	82.78%	91.49%
CHEMBL2535	P11166	Glucose transporter	82.30%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.15%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.53%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.79%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.66%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.64%	99.15%

Plants that contains it

• Schisandra lancifolia
• Schisandra rubriflora

Cross-Links

• PubChem: 102407559
• LOTUS: LTS0117669
• wikiData: Q105322340