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

Details

• Internal ID: ea6068bc-d462-4c68-906c-af58a999769d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (9S,10S,11S)-3,4,5,19-tetramethoxy-9,10-dimethyl-11-phenoxy-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-10-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C3=C(C4=C(C=C3C(C1(C)O)OC5=CC=CC=C5)OCO4)OC)OC)OC)OC
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2C3=C(C4=C(C=C3[C@@H]([C@@]1(C)O)OC5=CC=CC=C5)OCO4)OC)OC)OC)OC
• InChI: InChI=1S/C29H32O8/c1-16-12-17-13-20(31-3)24(32-4)26(33-5)22(17)23-19(14-21-25(27(23)34-6)36-15-35-21)28(29(16,2)30)37-18-10-8-7-9-11-18/h7-11,13-14,16,28,30H,12,15H2,1-6H3/t16-,28-,29-/m0/s1
• InChI Key: AZMQTBXLMHEDNG-JCNFZPKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₈
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.20971797 g/mol
• Topological Polar Surface Area (TPSA): 84.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6941	69.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5886	58.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9815	98.15%
P-glycoprotein inhibitior	+	0.9317	93.17%
P-glycoprotein substrate	-	0.6902	69.02%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	+	0.3508	35.08%
CYP3A4 inhibition	+	0.7409	74.09%
CYP2C9 inhibition	+	0.5972	59.72%
CYP2C19 inhibition	+	0.5355	53.55%
CYP2D6 inhibition	-	0.7233	72.33%
CYP1A2 inhibition	-	0.6045	60.45%
CYP2C8 inhibition	+	0.7039	70.39%
CYP inhibitory promiscuity	-	0.5239	52.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4266	42.66%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8937	89.37%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7832	78.32%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8203	82.03%
Acute Oral Toxicity (c)	III	0.5910	59.10%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.5955	59.55%
Thyroid receptor binding	+	0.7451	74.51%
Glucocorticoid receptor binding	+	0.8261	82.61%
Aromatase binding	+	0.6028	60.28%
PPAR gamma	+	0.7940	79.40%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9815	98.15%

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%
CHEMBL261	P00915	Carbonic anhydrase I	98.23%	96.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.63%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.41%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.94%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.53%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.01%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL2056	P21728	Dopamine D1 receptor	81.17%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.68%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.14%	94.03%

Plants that contains it

• Schisandra arisanensis
• Schisandra chinensis
• Schisandra henryi
• Schisandra sphenanthera

Cross-Links

• PubChem: 5317802
• NPASS: NPC283230
• LOTUS: LTS0157309
• wikiData: Q104921795