(1R,8S,15S)-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3,11-triene-7,13-dione

Details

• Internal ID: b9d4dc5f-a34c-4ed0-b17b-7a567507b3a0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,8S,15S)-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3,11-triene-7,13-dione
• SMILES (Canonical): CC1=COC2=C1C3C4(C(C2=O)CCC=C4C(=O)O3)C
• SMILES (Isomeric): CC1=COC2=C1[C@H]3[C@]4([C@@H](C2=O)CCC=C4C(=O)O3)C
• InChI: InChI=1S/C15H14O4/c1-7-6-18-12-10(7)13-15(2)8(11(12)16)4-3-5-9(15)14(17)19-13/h5-6,8,13H,3-4H2,1-2H3/t8-,13+,15+/m1/s1
• InChI Key: PJONERLFBPPJEL-AFEMSUNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6905	69.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8911	89.11%
P-glycoprotein inhibitior	-	0.8862	88.62%
P-glycoprotein substrate	-	0.8967	89.67%
CYP3A4 substrate	+	0.5918	59.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.5748	57.48%
CYP2C19 inhibition	-	0.7096	70.96%
CYP2D6 inhibition	-	0.7808	78.08%
CYP1A2 inhibition	+	0.6855	68.55%
CYP2C8 inhibition	-	0.7804	78.04%
CYP inhibitory promiscuity	-	0.5057	50.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4404	44.04%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.9421	94.21%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.8221	82.21%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5836	58.36%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6651	66.51%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6103	61.03%
Acute Oral Toxicity (c)	III	0.5223	52.23%
Estrogen receptor binding	+	0.5990	59.90%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	-	0.6365	63.65%
Glucocorticoid receptor binding	-	0.6070	60.70%
Aromatase binding	-	0.7042	70.42%
PPAR gamma	+	0.5235	52.35%
Honey bee toxicity	-	0.9308	93.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	94.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.37%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	84.99%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.28%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.41%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.00%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.26%	96.25%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.14%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.14%	100.00%

Plants that contains it

• Ligularia atroviolacea

Cross-Links

• PubChem: 162888824
• LOTUS: LTS0255406
• wikiData: Q105210062