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

Details

• Internal ID: 189a24f5-9b00-43b9-8ba5-e62be0da1c3d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-19-ol
• SMILES (Canonical): CC1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4CC1C)OC)OC)OC)O)OCO3
• SMILES (Isomeric): CC1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4CC1C)OC)OC)OC)O)OCO3
• InChI: InChI=1S/C22H26O6/c1-11-6-13-9-16-20(28-10-27-16)19(23)17(13)18-14(7-12(11)2)8-15(24-3)21(25-4)22(18)26-5/h8-9,11-12,23H,6-7,10H2,1-5H3
• InChI Key: PDDXWOMYBJCSQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• HMS3331A05
• AKOS040760433

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.8984	89.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	0.8666	86.66%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8961	89.61%
P-glycoprotein inhibitior	-	0.4829	48.29%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.4019	40.19%
CYP3A4 inhibition	+	0.7775	77.75%
CYP2C9 inhibition	+	0.7331	73.31%
CYP2C19 inhibition	+	0.6968	69.68%
CYP2D6 inhibition	+	0.5676	56.76%
CYP1A2 inhibition	+	0.5913	59.13%
CYP2C8 inhibition	+	0.5080	50.80%
CYP inhibitory promiscuity	+	0.7001	70.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9508	95.08%
Carcinogenicity (trinary)	Non-required	0.4280	42.80%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8215	82.15%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7599	75.99%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8277	82.77%
Acute Oral Toxicity (c)	III	0.5060	50.60%
Estrogen receptor binding	+	0.7779	77.79%
Androgen receptor binding	-	0.7405	74.05%
Thyroid receptor binding	+	0.7383	73.83%
Glucocorticoid receptor binding	+	0.7742	77.42%
Aromatase binding	+	0.5705	57.05%
PPAR gamma	+	0.7730	77.30%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9918	99.18%

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	99.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.56%	96.77%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.43%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.89%	92.62%
CHEMBL261	P00915	Carbonic anhydrase I	87.67%	96.76%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.42%	96.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.09%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.82%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.11%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.28%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL2535	P11166	Glucose transporter	83.02%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.61%	89.50%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.28%	91.79%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.81%	94.03%
CHEMBL2056	P21728	Dopamine D1 receptor	80.53%	91.00%

Plants that contains it

• Schisandra chinensis
• Schisandra rubriflora

Cross-Links

• PubChem: 45782990
• LOTUS: LTS0007549
• wikiData: Q105206351