[(4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-9-oxo-1,2,3,5,6,6a,7,11a-octahydronaphtho[2,1-f][1]benzofuran-5-yl] benzoate

Details

• Internal ID: 7b7acd4c-2f26-44ee-b435-01d28c0f6209
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-9-oxo-1,2,3,5,6,6a,7,11a-octahydronaphtho[2,1-f][1]benzofuran-5-yl] benzoate
• SMILES (Canonical): CC1C2C(C=C3C1=CC(=O)O3)C4(CCCC(C4(C(C2O)OC(=O)C5=CC=CC=C5)O)(C)C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@@H](C=C3C1=CC(=O)O3)[C@]4(CCCC([C@@]4([C@@H]([C@@H]2O)OC(=O)C5=CC=CC=C5)O)(C)C)C
• InChI: InChI=1S/C27H32O6/c1-15-17-13-20(28)32-19(17)14-18-21(15)22(29)23(33-24(30)16-9-6-5-7-10-16)27(31)25(2,3)11-8-12-26(18,27)4/h5-7,9-10,13-15,18,21-23,29,31H,8,11-12H2,1-4H3/t15-,18+,21-,22+,23+,26+,27+/m0/s1
• InChI Key: ZOMRETXXEMAKTL-RJVPSWKMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₆
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.21988874 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.5580	55.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	-	0.3884	38.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5603	56.03%
BSEP inhibitior	+	0.6081	60.81%
P-glycoprotein inhibitior	+	0.7164	71.64%
P-glycoprotein substrate	-	0.5597	55.97%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8938	89.38%
CYP3A4 inhibition	-	0.5700	57.00%
CYP2C9 inhibition	+	0.5135	51.35%
CYP2C19 inhibition	-	0.7278	72.78%
CYP2D6 inhibition	-	0.8700	87.00%
CYP1A2 inhibition	+	0.6400	64.00%
CYP2C8 inhibition	+	0.5594	55.94%
CYP inhibitory promiscuity	-	0.5108	51.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4865	48.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7430	74.30%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.7710	77.10%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.3841	38.41%
Estrogen receptor binding	+	0.6720	67.20%
Androgen receptor binding	+	0.7078	70.78%
Thyroid receptor binding	+	0.6094	60.94%
Glucocorticoid receptor binding	+	0.7617	76.17%
Aromatase binding	+	0.6746	67.46%
PPAR gamma	+	0.5977	59.77%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.07%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.72%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.00%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.66%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.59%	83.00%
CHEMBL2535	P11166	Glucose transporter	88.65%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.96%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.96%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.92%	96.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.76%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.26%	87.67%
CHEMBL4208	P20618	Proteasome component C5	83.28%	90.00%
CHEMBL5028	O14672	ADAM10	83.08%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.92%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.21%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%

Plants that contains it

• Caesalpinia pulcherrima
• Pyrus communis

Cross-Links

• PubChem: 162970176
• LOTUS: LTS0270225
• wikiData: Q104938826