[(1R,2R,4aR,5R,8aS)-2-hydroxy-1,4a-dimethyl-6-methylidene-5-[(2-oxochromen-7-yl)oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate

Details

• Internal ID: e5d977a0-e689-4950-bdba-c001c591d9ec
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [(1R,2R,4aR,5R,8aS)-2-hydroxy-1,4a-dimethyl-6-methylidene-5-[(2-oxochromen-7-yl)oxymethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C2CCC(=C)C(C2(CCC1O)C)COC3=CC4=C(C=C3)C=CC(=O)O4)C
• SMILES (Isomeric): CC(=O)OC[C@]1([C@H]2CCC(=C)[C@H]([C@@]2(CC[C@H]1O)C)COC3=CC4=C(C=C3)C=CC(=O)O4)C
• InChI: InChI=1S/C26H32O6/c1-16-5-9-22-25(3,12-11-23(28)26(22,4)15-31-17(2)27)20(16)14-30-19-8-6-18-7-10-24(29)32-21(18)13-19/h6-8,10,13,20,22-23,28H,1,5,9,11-12,14-15H2,2-4H3/t20-,22+,23-,25+,26+/m1/s1
• InChI Key: SRHUJPJGKASGRN-PTMODEPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	-	0.6600	66.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8166	81.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.8765	87.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7798	77.98%
BSEP inhibitior	+	0.9790	97.90%
P-glycoprotein inhibitior	+	0.6972	69.72%
P-glycoprotein substrate	-	0.6869	68.69%
CYP3A4 substrate	+	0.7076	70.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	+	0.5741	57.41%
CYP2C9 inhibition	-	0.5656	56.56%
CYP2C19 inhibition	+	0.6704	67.04%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	+	0.7038	70.38%
CYP2C8 inhibition	+	0.6136	61.36%
CYP inhibitory promiscuity	-	0.8789	87.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.6829	68.29%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8568	85.68%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7026	70.26%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.4351	43.51%
Estrogen receptor binding	+	0.7468	74.68%
Androgen receptor binding	+	0.8300	83.00%
Thyroid receptor binding	+	0.5928	59.28%
Glucocorticoid receptor binding	+	0.7706	77.06%
Aromatase binding	+	0.7156	71.56%
PPAR gamma	+	0.5933	59.33%
Honey bee toxicity	-	0.8341	83.41%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.28%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.26%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.01%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.13%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.32%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.63%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.57%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.34%	82.69%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.02%	97.53%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	83.27%	90.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.62%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.52%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Heptaptera anisoptera

Cross-Links

• PubChem: 101632341
• LOTUS: LTS0226773
• wikiData: Q105259160