(1S,2R,4R,10S,13R,14R)-13-hydroxy-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione

Details

• Internal ID: a28777c6-8bb8-41a3-944b-433db8e13c2e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,4R,10S,13R,14R)-13-hydroxy-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione
• SMILES (Canonical): CC12CCC(C3(C1C(C4C5(C2=CC(=O)OC5)O4)OC3=O)C)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3(C1[C@@H]([C@@H]4[C@]5(C2=CC(=O)OC5)O4)OC3=O)C)O
• InChI: InChI=1S/C16H18O6/c1-14-4-3-8(17)15(2)11(14)10(21-13(15)19)12-16(22-12)6-20-9(18)5-7(14)16/h5,8,10-12,17H,3-4,6H2,1-2H3/t8-,10+,11?,12-,14-,15+,16+/m1/s1
• InChI Key: FPHTXVPKBSQQAM-RALQGXDMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6589	65.89%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8162	81.62%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6520	65.20%
BSEP inhibitior	-	0.8636	86.36%
P-glycoprotein inhibitior	-	0.7118	71.18%
P-glycoprotein substrate	-	0.5738	57.38%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	-	0.8083	80.83%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.7460	74.60%
CYP2C9 inhibition	-	0.8434	84.34%
CYP2C19 inhibition	-	0.9318	93.18%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8376	83.76%
CYP2C8 inhibition	-	0.8161	81.61%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9781	97.81%
Skin irritation	-	0.5449	54.49%
Skin corrosion	-	0.8889	88.89%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8714	87.14%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6752	67.52%
Acute Oral Toxicity (c)	I	0.3288	32.88%
Estrogen receptor binding	+	0.8438	84.38%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6383	63.83%
Aromatase binding	-	0.6575	65.75%
PPAR gamma	+	0.7482	74.82%
Honey bee toxicity	-	0.7574	75.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9507	95.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	91.12%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	88.07%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.20%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.91%	93.04%
CHEMBL1871	P10275	Androgen Receptor	80.93%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44613659
• LOTUS: LTS0220138
• wikiData: Q104999200