(1R,18R,21R)-4,5,6,9-tetramethoxy-21-methyl-11,13,20-trioxapentacyclo[16.2.1.02,7.08,16.010,14]henicosa-2,4,6,8,10(14),15-hexaene

Details

• Internal ID: c2d16ad5-15db-4f1e-9045-ba54b4935c56
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,18R,21R)-4,5,6,9-tetramethoxy-21-methyl-11,13,20-trioxapentacyclo[16.2.1.02,7.08,16.010,14]henicosa-2,4,6,8,10(14),15-hexaene
• SMILES (Canonical): CC1C2CC3=CC4=C(C(=C3C5=C(C(=C(C=C5C1OC2)OC)OC)OC)OC)OCO4
• SMILES (Isomeric): C[C@@H]1[C@H]2CC3=CC4=C(C(=C3C5=C(C(=C(C=C5[C@@H]1OC2)OC)OC)OC)OC)OCO4
• InChI: InChI=1S/C23H26O7/c1-11-13-6-12-7-16-21(30-10-29-16)22(26-4)17(12)18-14(19(11)28-9-13)8-15(24-2)20(25-3)23(18)27-5/h7-8,11,13,19H,6,9-10H2,1-5H3/t11-,13+,19-/m1/s1
• InChI Key: MVOPFIRCIHUXFO-RGIROJJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.16785316 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.9145	91.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4839	48.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9078	90.78%
P-glycoprotein inhibitior	+	0.6803	68.03%
P-glycoprotein substrate	-	0.6926	69.26%
CYP3A4 substrate	+	0.6216	62.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3492	34.92%
CYP3A4 inhibition	+	0.6532	65.32%
CYP2C9 inhibition	+	0.6645	66.45%
CYP2C19 inhibition	+	0.8333	83.33%
CYP2D6 inhibition	-	0.5854	58.54%
CYP1A2 inhibition	+	0.6005	60.05%
CYP2C8 inhibition	+	0.4775	47.75%
CYP inhibitory promiscuity	+	0.8707	87.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.3966	39.66%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8607	86.07%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8373	83.73%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8077	80.77%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.5640	56.40%
Thyroid receptor binding	+	0.7727	77.27%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	-	0.5197	51.97%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.7440	74.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9674	96.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.22%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	93.92%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.87%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.28%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.04%	82.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.91%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.71%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.20%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.97%	96.86%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.44%	94.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.09%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.63%	80.96%
CHEMBL2535	P11166	Glucose transporter	84.19%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.83%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.53%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.41%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.49%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.23%	97.09%

Plants that contains it

• Astragalus galegiformis
• Magnolia fraseri

Cross-Links

• PubChem: 101099883
• LOTUS: LTS0050748
• wikiData: Q105303200