(1R,10S,12R)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.12,6.01,12.010,19]nonadeca-2(19),3,5-trien-14-one

Details

• Internal ID: 48350102-5dab-49ec-9375-64a9f317f11c
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (1R,10S,12R)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.12,6.01,12.010,19]nonadeca-2(19),3,5-trien-14-one
• InChI: InChI=1S/C20H24O3/c1-12-4-5-14-17-13(12)7-9-22-20(17)10-15-18(2,3)16(21)6-8-19(14,15)11-23-20/h4-5,15H,6-11H2,1-3H3/t15-,19-,20-/m0/s1
• InChI Key: BBUXKUBLWIBNDK-YSSFQJQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 3
• 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	+	0.9885	98.85%
Caco-2	+	0.7929	79.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8420	84.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6397	63.97%
P-glycoprotein inhibitior	-	0.7263	72.63%
P-glycoprotein substrate	-	0.7520	75.20%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	0.7603	76.03%
CYP2D6 substrate	-	0.7609	76.09%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.8479	84.79%
CYP2C19 inhibition	-	0.6133	61.33%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.7355	73.55%
CYP2C8 inhibition	-	0.5999	59.99%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6588	65.88%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8133	81.33%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4023	40.23%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.5532	55.32%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.5580	55.80%
Thyroid receptor binding	+	0.7691	76.91%
Glucocorticoid receptor binding	+	0.7519	75.19%
Aromatase binding	+	0.5313	53.13%
PPAR gamma	+	0.7601	76.01%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9587	95.87%

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	93.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.88%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.00%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.74%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.11%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.03%	96.39%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.24%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.00%	92.94%
CHEMBL1907	P15144	Aminopeptidase N	80.11%	93.31%

Plants that contains it

• Vellozia nanuzae

Cross-Links

• PubChem: 14191468
• LOTUS: LTS0030630
• wikiData: Q104923080