(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[[(11S)-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]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: cedcb56f-d1fc-4672-b127-e5fc8153427e
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[[(11S)-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]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C2C=C(CCCCC(CCC3=CC2=C(C=C3)O)O)C(=C1OC)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C2C=C(CCCC[C@@H](CCC3=CC2=C(C=C3)O)O)C(=C1OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C33H46O15/c1-43-30-19-12-16(5-3-4-6-17(35)9-7-15-8-10-20(36)18(19)11-15)29(31(30)44-2)48-33-28(42)26(40)24(38)22(47-33)14-45-32-27(41)25(39)23(37)21(13-34)46-32/h8,10-12,17,21-28,32-42H,3-7,9,13-14H2,1-2H3/t17-,21+,22+,23+,24+,25-,26-,27+,28+,32+,33-/m0/s1
• InChI Key: MWHPGFTUVBRCFT-RXJPCBHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₆O₁₅
• Molecular Weight: 682.70 g/mol
• Exact Mass: 682.28367076 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6295	62.95%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6288	62.88%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7690	76.90%
P-glycoprotein inhibitior	-	0.4794	47.94%
P-glycoprotein substrate	-	0.5772	57.72%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7585	75.85%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.9449	94.49%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.8505	85.05%
CYP1A2 inhibition	-	0.7403	74.03%
CYP2C8 inhibition	+	0.6292	62.92%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7055	70.55%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8559	85.59%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9020	90.20%
Acute Oral Toxicity (c)	III	0.6940	69.40%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.5456	54.56%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	+	0.5526	55.26%
Aromatase binding	+	0.6310	63.10%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8302	83.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6992	69.92%

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	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.06%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.12%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	90.19%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.45%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.23%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.91%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.32%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.22%	98.75%
CHEMBL1873	P00750	Tissue-type plasminogen activator	81.94%	93.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.13%	93.18%

Plants that contains it

• Myrica rubra

Cross-Links

• PubChem: 11968787
• NPASS: NPC215944