Sanggenol M

Details

• Internal ID: 37407f3e-7b88-4e89-912e-fc404485f0c2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-6-[(1R,5S,6R)-5-(2,4-dihydroxyphenyl)-6-[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=CC(=C(C=C3)O)CC=C(C)C)C4=C(C5=C(C=C4O)OC(CC5=O)C6=C(C=C(C=C6)O)O)O)C
• SMILES (Isomeric): CC(=CCCC1=C[C@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=CC(=C(C=C3)O)CC=C(C)C)C4=C(C5=C(C=C4O)OC(CC5=O)C6=C(C=C(C=C6)O)O)O)C
• InChI: InChI=1S/C45H46O10/c1-23(2)6-5-7-25-16-32(30-13-11-28(46)19-35(30)49)41(44(53)27-10-15-34(48)26(18-27)9-8-24(3)4)33(17-25)42-37(51)22-40-43(45(42)54)38(52)21-39(55-40)31-14-12-29(47)20-36(31)50/h6,8,10-15,17-20,22,32-33,39,41,46-51,54H,5,7,9,16,21H2,1-4H3/t32-,33-,39?,41-/m1/s1
• InChI Key: QPSHIEFJPZIFAL-XDUCGWBJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₆O₁₀
• Molecular Weight: 746.80 g/mol
• Exact Mass: 746.30909766 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 9.28
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• 2-(2,4-dihydroxyphenyl)-6-((1R,5S,6R)-5-(2,4-dihydroxyphenyl)-6-(4-hydroxy-3-(3-methylbut-2-enyl)benzoyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• 2-(2,4-dihydroxyphenyl)-6-[(1R,5S,6R)-5-(2,4-dihydroxyphenyl)-6-[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• RefChem:181141
• 205174-33-0
• CHEMBL450127
• SCHEMBL30135391

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	-	0.8747	87.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8121	81.21%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.8025	80.25%
P-glycoprotein substrate	+	0.7018	70.18%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.5735	57.35%
CYP2C9 inhibition	+	0.6379	63.79%
CYP2C19 inhibition	+	0.5430	54.30%
CYP2D6 inhibition	-	0.7650	76.50%
CYP1A2 inhibition	+	0.8192	81.92%
CYP2C8 inhibition	+	0.7952	79.52%
CYP inhibitory promiscuity	+	0.7184	71.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7806	78.06%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7897	78.97%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8218	82.18%
Acute Oral Toxicity (c)	III	0.4895	48.95%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	-	0.5249	52.49%
PPAR gamma	+	0.7258	72.58%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.66%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.08%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.74%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.91%	85.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.48%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.96%	96.12%
CHEMBL4208	P20618	Proteasome component C5	87.25%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.14%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.98%	85.14%
CHEMBL236	P41143	Delta opioid receptor	85.94%	99.35%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.82%	96.37%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.72%	93.40%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.81%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	80.06%	95.93%

Plants that contains it

• Morus mongolica

Cross-Links

• PubChem: 44559956
• NPASS: NPC195136