(2S)-6-[(1R)-3-[2-hydroxy-5-[(1R)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-4-methoxyphenyl]-1-(4-hydroxyphenyl)propyl]-2-phenyl-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: eea95dd2-2c8c-4b73-b349-dee6dd3b85de
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2S)-6-[(1R)-3-[2-hydroxy-5-[(1R)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-4-methoxyphenyl]-1-(4-hydroxyphenyl)propyl]-2-phenyl-3,4-dihydro-2H-chromen-7-ol
• SMILES (Canonical): COC1=C(C=CC(=C1)O)CCC(C2=CC=C(C=C2)O)C3=C(C=C(C(=C3)CCC(C4=CC=C(C=C4)O)C5=C(C=C6C(=C5)CCC(O6)C7=CC=CC=C7)O)O)OC
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)CC[C@H](C2=CC=C(C=C2)O)C3=C(C=C(C(=C3)CC[C@H](C4=CC=C(C=C4)O)C5=C(C=C6C(=C5)CC[C@H](O6)C7=CC=CC=C7)O)O)OC
• InChI: InChI=1S/C47H46O8/c1-53-45-26-37(50)20-12-32(45)13-21-39(30-10-18-36(49)19-11-30)41-24-33(42(51)27-47(41)54-2)14-22-38(29-8-16-35(48)17-9-29)40-25-34-15-23-44(31-6-4-3-5-7-31)55-46(34)28-43(40)52/h3-12,16-20,24-28,38-39,44,48-52H,13-15,21-23H2,1-2H3/t38-,39-,44+/m1/s1
• InChI Key: YCSQOUBQTHBWIO-KKDZIADQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₄₆O₈
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.31926842 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 9.83
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9183	91.83%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8706	87.06%
OATP2B1 inhibitior	+	0.5736	57.36%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9899	98.99%
P-glycoprotein inhibitior	+	0.8526	85.26%
P-glycoprotein substrate	+	0.6334	63.34%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.7675	76.75%
CYP2C9 inhibition	+	0.6586	65.86%
CYP2C19 inhibition	+	0.7463	74.63%
CYP2D6 inhibition	-	0.7224	72.24%
CYP1A2 inhibition	+	0.7710	77.10%
CYP2C8 inhibition	+	0.7849	78.49%
CYP inhibitory promiscuity	+	0.7890	78.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9621	96.21%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8313	83.13%
Acute Oral Toxicity (c)	III	0.4484	44.84%
Estrogen receptor binding	+	0.8742	87.42%
Androgen receptor binding	+	0.8294	82.94%
Thyroid receptor binding	+	0.6253	62.53%
Glucocorticoid receptor binding	+	0.7465	74.65%
Aromatase binding	-	0.5482	54.82%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.7216	72.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.7546	75.46%

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	99.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.62%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	97.26%	95.89%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.41%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.18%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.96%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.85%	97.09%
CHEMBL2535	P11166	Glucose transporter	91.25%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.59%	91.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.44%	92.62%
CHEMBL261	P00915	Carbonic anhydrase I	86.36%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.49%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.00%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	82.30%	90.20%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.94%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.83%	89.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.54%	94.08%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.47%	89.62%

Plants that contains it

• Dracaena cinnabari

Cross-Links

• PubChem: 163090087
• LOTUS: LTS0031394
• wikiData: Q105346466