[(8R,9R,10S,11R)-11-acetyloxy-5-hydroxy-3,4,14,15,16-pentamethoxy-9,10-dimethyl-8-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] acetate

Details

• Internal ID: db81994f-c63a-4e6a-a138-9dae2ab9dae9
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9R,10S,11R)-11-acetyloxy-5-hydroxy-3,4,14,15,16-pentamethoxy-9,10-dimethyl-8-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] acetate
• InChI: InChI=1S/C27H34O10/c1-12-13(2)23(37-15(4)29)17-11-19(31-5)25(33-7)27(35-9)21(17)20-16(22(12)36-14(3)28)10-18(30)24(32-6)26(20)34-8/h10-13,22-23,30H,1-9H3/t12-,13+,22-,23-/m1/s1
• InChI Key: TYGJRDQLXAHOAW-RUVMRICUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₀
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.21519728 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.5665	56.65%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7952	79.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.8338	83.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8806	88.06%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	-	0.7944	79.44%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	-	0.9534	95.34%
CYP2C19 inhibition	-	0.9817	98.17%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	+	0.7024	70.24%
CYP2C8 inhibition	+	0.5313	53.13%
CYP inhibitory promiscuity	-	0.8918	89.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.5414	54.14%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8343	83.43%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.9397	93.97%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7227	72.27%
Acute Oral Toxicity (c)	II	0.7981	79.81%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.5408	54.08%
Thyroid receptor binding	+	0.6761	67.61%
Glucocorticoid receptor binding	+	0.7255	72.55%
Aromatase binding	-	0.5578	55.78%
PPAR gamma	+	0.6836	68.36%
Honey bee toxicity	-	0.7892	78.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6704	67.04%
Fish aquatic toxicity	+	0.9872	98.72%

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	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.13%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.40%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.46%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.96%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.69%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.56%	95.89%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 53388780
• LOTUS: LTS0255942
• wikiData: Q105267299