2-[(1S,5S,6R)-5-(2,4-dihydroxyphenyl)-6-(5-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one

Details

• Internal ID: c8083252-1f22-4068-a400-4d004fcd89f7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2-[(1S,5S,6R)-5-(2,4-dihydroxyphenyl)-6-(5-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C4=C(C=C3)OC(CC4)(C)C)O)C5=C(C6=C(C=C5O)OC7(C8=C(C=C(C=C8)O)OC7(C6=O)O)CC=C(C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C4=C(C=C3)OC(CC4)(C)C)O)C5=C(C6=C(C=C5O)OC7(C8=C(C=C(C=C8)O)OC7(C6=O)O)CC=C(C)C)O
• InChI: InChI=1S/C45H44O12/c1-21(2)12-15-44-30-10-7-24(47)19-34(30)57-45(44,54)42(53)38-35(56-44)20-32(49)37(41(38)52)29-17-22(3)16-28(25-8-6-23(46)18-31(25)48)36(29)40(51)27-9-11-33-26(39(27)50)13-14-43(4,5)55-33/h6-12,17-20,28-29,36,46-50,52,54H,13-16H2,1-5H3/t28-,29+,36-,44?,45?/m1/s1
• InChI Key: HNSXDQKWZZPTBC-VARHJECJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₄O₁₂
• Molecular Weight: 776.80 g/mol
• Exact Mass: 776.28327683 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.65
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9608	96.08%
Caco-2	-	0.8576	85.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7426	74.26%
OATP2B1 inhibitior	-	0.5693	56.93%
OATP1B1 inhibitior	+	0.8109	81.09%
OATP1B3 inhibitior	+	0.8069	80.69%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9886	98.86%
P-glycoprotein inhibitior	+	0.8067	80.67%
P-glycoprotein substrate	+	0.7557	75.57%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8189	81.89%
CYP3A4 inhibition	-	0.7180	71.80%
CYP2C9 inhibition	+	0.5574	55.74%
CYP2C19 inhibition	-	0.6548	65.48%
CYP2D6 inhibition	-	0.8580	85.80%
CYP1A2 inhibition	-	0.6846	68.46%
CYP2C8 inhibition	+	0.8401	84.01%
CYP inhibitory promiscuity	+	0.5361	53.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7384	73.84%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8615	86.15%
Acute Oral Toxicity (c)	I	0.5690	56.90%
Estrogen receptor binding	+	0.8180	81.80%
Androgen receptor binding	+	0.7865	78.65%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7922	79.22%
Aromatase binding	+	0.6601	66.01%
PPAR gamma	+	0.7555	75.55%
Honey bee toxicity	-	0.7046	70.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.51%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.58%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.01%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.58%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	90.71%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.15%	99.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	89.66%	85.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.19%	91.38%
CHEMBL233	P35372	Mu opioid receptor	89.19%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.11%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.04%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.80%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.11%	90.00%
CHEMBL236	P41143	Delta opioid receptor	85.79%	99.35%
CHEMBL2535	P11166	Glucose transporter	85.42%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.03%	82.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.35%	95.89%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.22%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.05%	89.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.45%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.87%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.82%	91.24%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.59%	85.49%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.41%	85.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.69%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.66%	94.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.18%	88.56%

Plants that contains it

• Morus cathayana

Cross-Links

• PubChem: 101938900
• LOTUS: LTS0102553
• wikiData: Q105031048