[(2R,3S,4S,5R,6S)-6-[(11,17-dihydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl)oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: da9136bc-4bf7-416f-84a1-377862003ee5
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(11,17-dihydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl)oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C2C=C(CCCCC(CCC3=CC2=C(C=C3)O)O)C(=C1OC)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C2C=C(CCCCC(CCC3=CC2=C(C=C3)O)O)C(=C1OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• InChI: InChI=1S/C34H40O14/c1-44-31-21-12-17(5-3-4-6-19(35)9-7-16-8-10-22(36)20(21)11-16)30(32(31)45-2)48-34-29(42)28(41)27(40)25(47-34)15-46-33(43)18-13-23(37)26(39)24(38)14-18/h8,10-14,19,25,27-29,34-42H,3-7,9,15H2,1-2H3/t19?,25-,27-,28+,29-,34+/m1/s1
• InChI Key: PXTKHOHAJHGCKB-PAQHXBINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₄
• Molecular Weight: 672.70 g/mol
• Exact Mass: 672.24180595 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5918	59.18%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7764	77.64%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	+	0.8920	89.20%
P-glycoprotein inhibitior	+	0.6723	67.23%
P-glycoprotein substrate	-	0.5372	53.72%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.7773	77.73%
CYP2C9 inhibition	-	0.9305	93.05%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.7984	79.84%
CYP1A2 inhibition	+	0.5399	53.99%
CYP2C8 inhibition	+	0.7517	75.17%
CYP inhibitory promiscuity	-	0.8931	89.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7686	76.86%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.8300	83.00%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8117	81.17%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9848	98.48%
Acute Oral Toxicity (c)	III	0.6567	65.67%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.6942	69.42%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	+	0.7042	70.42%
Aromatase binding	+	0.5587	55.87%
PPAR gamma	+	0.7096	70.96%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	99.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.95%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.90%	83.00%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.96%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.08%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.65%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.80%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.26%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.56%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.52%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.01%	92.94%
CHEMBL1873	P00750	Tissue-type plasminogen activator	82.96%	93.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.60%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.46%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.13%	96.38%

Plants that contains it

• Myrica rubra

Cross-Links

• PubChem: 11968786
• NPASS: NPC260119