(1S,9R,12S,15R,16R)-15-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: e12043ba-eb92-4d9b-a180-e2711e693b0e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12S,15R,16R)-15-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC12CCC(C3(C1C(C=C4C3=CC(=O)OC4)OC2=O)C)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3([C@H]1[C@@H](C=C4C3=CC(=O)OC4)OC2=O)C)O
• InChI: InChI=1S/C16H18O5/c1-15-4-3-11(17)16(2)9-6-12(18)20-7-8(9)5-10(13(15)16)21-14(15)19/h5-6,10-11,13,17H,3-4,7H2,1-2H3/t10-,11-,13+,15+,16+/m1/s1
• InChI Key: GIKKNHSLWAXIMY-VWHJJCLCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 5
• 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	+	0.9918	99.18%
Caco-2	+	0.6249	62.49%
Blood Brain Barrier	+	0.5589	55.89%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8549	85.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5505	55.05%
BSEP inhibitior	-	0.9598	95.98%
P-glycoprotein inhibitior	-	0.8915	89.15%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.7168	71.68%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.9613	96.13%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	-	0.8703	87.03%
CYP inhibitory promiscuity	-	0.9522	95.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9763	97.63%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8259	82.59%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8717	87.17%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.8100	81.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6666	66.66%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.7449	74.49%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	-	0.6135	61.35%
Glucocorticoid receptor binding	+	0.5506	55.06%
Aromatase binding	-	0.5636	56.36%
PPAR gamma	+	0.6209	62.09%
Honey bee toxicity	-	0.7534	75.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9274	92.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	92.65%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL1871	P10275	Androgen Receptor	81.47%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163049578
• LOTUS: LTS0275434
• wikiData: Q105009071