(1S,6R,9S,17R)-12-ethyl-5,10-dihydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-11,15-diene-7,14-dione

Details

• Internal ID: fd27a665-a785-4bc3-9a20-05cb944a7d19
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,6R,9S,17R)-12-ethyl-5,10-dihydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-11,15-diene-7,14-dione
• SMILES (Canonical): CCC1=C2C(C3C4C(C(C5C(C4(C2=CC(=O)O1)C)O5)O)(C(=O)O3)C)O
• SMILES (Isomeric): CCC1=C2C([C@@H]3[C@H]4[C@](C(C5C([C@@]4(C2=CC(=O)O1)C)O5)O)(C(=O)O3)C)O
• InChI: InChI=1S/C18H20O7/c1-4-7-9-6(5-8(19)23-7)17(2)13-11(10(9)20)25-16(22)18(13,3)14(21)12-15(17)24-12/h5,10-15,20-21H,4H2,1-3H3/t10?,11-,12?,13-,14?,15?,17-,18-/m1/s1
• InChI Key: FWXLARJJANLKJQ-HBPAEQSBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9134	91.34%
Caco-2	-	0.6213	62.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7069	70.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.8880	88.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8089	80.89%
P-glycoprotein inhibitior	-	0.7059	70.59%
P-glycoprotein substrate	-	0.6486	64.86%
CYP3A4 substrate	+	0.5597	55.97%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.8069	80.69%
CYP2C9 inhibition	-	0.6247	62.47%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8382	83.82%
CYP2C8 inhibition	-	0.7971	79.71%
CYP inhibitory promiscuity	-	0.7975	79.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4481	44.81%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9586	95.86%
Skin irritation	-	0.7144	71.44%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7879	78.79%
Micronuclear	+	0.6577	65.77%
Hepatotoxicity	+	0.6085	60.85%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5452	54.52%
Acute Oral Toxicity (c)	II	0.3365	33.65%
Estrogen receptor binding	+	0.5321	53.21%
Androgen receptor binding	+	0.6156	61.56%
Thyroid receptor binding	-	0.6119	61.19%
Glucocorticoid receptor binding	+	0.5864	58.64%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	94.92%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.69%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.17%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.87%	83.82%

Plants that contains it

• Nageia nagi

Cross-Links

• PubChem: 162995811
• LOTUS: LTS0037285
• wikiData: Q105003689