(1R,8S,9R,14S,15S,16R)-4,5,6,9,10,11-hexamethoxy-15,16-dimethyl-17-oxatetracyclo[12.2.1.02,7.08,13]heptadeca-2,4,6,10,12-pentaene

Details

• Internal ID: f5740c89-2371-4800-a59f-e71e20547579
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,8S,9R,14S,15S,16R)-4,5,6,9,10,11-hexamethoxy-15,16-dimethyl-17-oxatetracyclo[12.2.1.02,7.08,13]heptadeca-2,4,6,10,12-pentaene
• SMILES (Canonical): CC1C(C2C3=CC(=C(C(=C3C4C(C(=C(C=C4C1O2)OC)OC)OC)OC)OC)OC)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H]2C3=CC(=C(C(=C3[C@H]4[C@H](C(=C(C=C4[C@H]1O2)OC)OC)OC)OC)OC)OC)C
• InChI: InChI=1S/C24H32O7/c1-11-12(2)20-14-10-16(26-4)22(28-6)24(30-8)18(14)17-13(19(11)31-20)9-15(25-3)21(27-5)23(17)29-7/h9-12,17,19-20,23H,1-8H3/t11-,12+,17-,19-,20+,23+/m0/s1
• InChI Key: TWEHALYYGHWEJS-KQNWRLBRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.21480336 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8344	83.44%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5518	55.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8520	85.20%
P-glycoprotein inhibitior	+	0.7004	70.04%
P-glycoprotein substrate	-	0.7017	70.17%
CYP3A4 substrate	+	0.5778	57.78%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.7024	70.24%
CYP3A4 inhibition	+	0.7688	76.88%
CYP2C9 inhibition	-	0.6810	68.10%
CYP2C19 inhibition	+	0.8501	85.01%
CYP2D6 inhibition	-	0.8162	81.62%
CYP1A2 inhibition	+	0.8972	89.72%
CYP2C8 inhibition	+	0.6344	63.44%
CYP inhibitory promiscuity	+	0.9640	96.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Danger	0.4366	43.66%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.7149	71.49%
Skin irritation	-	0.7504	75.04%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7061	70.61%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.6985	69.85%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	II	0.4675	46.75%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.7189	71.89%
Thyroid receptor binding	+	0.8274	82.74%
Glucocorticoid receptor binding	+	0.6971	69.71%
Aromatase binding	+	0.5336	53.36%
PPAR gamma	+	0.7417	74.17%
Honey bee toxicity	-	0.8135	81.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	96.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.27%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.61%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.94%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.74%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.53%	96.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.97%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

• Kadsura angustifolia

Cross-Links

• PubChem: 162865859
• LOTUS: LTS0168218
• wikiData: Q105265762