7-[[(1R,4S,4aS,6R,8aS)-6-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]chromen-2-one

Details

• Internal ID: 4f448e68-7c2e-452d-8a90-82b20451dd9a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(1R,4S,4aS,6R,8aS)-6-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]chromen-2-one
• SMILES (Canonical): CC1(C(CCC2(C1C(CC(=C)C2COC3=CC4=C(C=C3)C=CC(=O)O4)O)C)OC5C(C(C(C(O5)COC6C(C(CO6)(CO)O)O)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1[C@H](CC(=C)[C@H]2COC3=CC4=C(C=C3)C=CC(=O)O4)O)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O
• InChI: InChI=1S/C35H48O14/c1-17-11-21(37)29-33(2,3)24(9-10-34(29,4)20(17)13-44-19-7-5-18-6-8-25(38)47-22(18)12-19)49-31-28(41)27(40)26(39)23(48-31)14-45-32-30(42)35(43,15-36)16-46-32/h5-8,12,20-21,23-24,26-32,36-37,39-43H,1,9-11,13-16H2,2-4H3/t20-,21+,23-,24-,26-,27+,28-,29-,30+,31+,32-,34+,35-/m1/s1
• InChI Key: VOUHCFIAAIDHES-DUBSNQBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈O₁₄
• Molecular Weight: 692.70 g/mol
• Exact Mass: 692.30440620 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8635	86.35%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7931	79.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8013	80.13%
OATP1B3 inhibitior	+	0.8504	85.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9105	91.05%
P-glycoprotein inhibitior	+	0.7181	71.81%
P-glycoprotein substrate	+	0.5641	56.41%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.7035	70.35%
CYP2C9 inhibition	-	0.7637	76.37%
CYP2C19 inhibition	-	0.7546	75.46%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	-	0.7583	75.83%
CYP2C8 inhibition	+	0.7051	70.51%
CYP inhibitory promiscuity	-	0.8772	87.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5813	58.13%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.6249	62.49%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8704	87.04%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6075	60.75%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7861	78.61%
Acute Oral Toxicity (c)	I	0.5180	51.80%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	-	0.5058	50.58%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.7019	70.19%
PPAR gamma	+	0.6940	69.40%
Honey bee toxicity	-	0.7197	71.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9961	99.61%

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	98.94%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.47%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.38%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.65%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	91.91%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.26%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.86%	94.75%
CHEMBL4581	P52732	Kinesin-like protein 1	87.11%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.79%	92.94%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.72%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.48%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.25%	85.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.19%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.84%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.97%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.89%	82.69%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.61%	97.53%
CHEMBL1951	P21397	Monoamine oxidase A	81.61%	91.49%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.08%	80.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.02%	93.04%

Plants that contains it

• Ferula persica

Cross-Links

• PubChem: 162962875
• LOTUS: LTS0101553
• wikiData: Q105290442