(1R,6S,12S)-6-hydroxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione

Details

• Internal ID: 7d1d7905-ecf3-425f-867a-6c0c621614ff
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,6S,12S)-6-hydroxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-ene-4,13-dione
• SMILES (Canonical): CC1=C2C3C4(C(CCCC4C(=O)O3)CC2(OC1=O)O)C
• SMILES (Isomeric): CC1=C2[C@H]3C4([C@H](CCCC4C[C@@]2(OC1=O)O)C(=O)O3)C
• InChI: InChI=1S/C15H18O5/c1-7-10-11-14(2)8(6-15(10,18)20-12(7)16)4-3-5-9(14)13(17)19-11/h8-9,11,18H,3-6H2,1-2H3/t8?,9-,11+,14?,15+/m1/s1
• InChI Key: NBDAMGISGFNTQJ-ZMUVLCESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.30
• 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	+	0.9890	98.90%
Caco-2	+	0.7493	74.93%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8437	84.37%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5370	53.70%
BSEP inhibitior	-	0.9145	91.45%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.9404	94.04%
CYP2C19 inhibition	-	0.9614	96.14%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7465	74.65%
CYP2C8 inhibition	-	0.9108	91.08%
CYP inhibitory promiscuity	-	0.9510	95.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4682	46.82%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8225	82.25%
Skin irritation	+	0.6354	63.54%
Skin corrosion	-	0.8119	81.19%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4391	43.91%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5577	55.77%
skin sensitisation	-	0.8062	80.62%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	III	0.4013	40.13%
Estrogen receptor binding	+	0.7262	72.62%
Androgen receptor binding	+	0.5779	57.79%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.5940	59.40%
Aromatase binding	-	0.5285	52.85%
PPAR gamma	-	0.6364	63.64%
Honey bee toxicity	-	0.9256	92.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.00%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.54%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.97%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.61%	93.03%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.05%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.69%	95.50%

Plants that contains it

• Juniperus thurifera
• Ligularia fauriei

Cross-Links

• PubChem: 163194218
• LOTUS: LTS0249079
• wikiData: Q105155130