(1S,4S,9S,10S,14S)-5,5,9,16-tetramethyl-13-oxatetracyclo[8.7.0.01,14.04,9]heptadec-15-ene-6,12-dione

Details

• Internal ID: 4982c5e4-f16a-4d30-86fd-0172a883e764
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,4S,9S,10S,14S)-5,5,9,16-tetramethyl-13-oxatetracyclo[8.7.0.01,14.04,9]heptadec-15-ene-6,12-dione
• SMILES (Canonical): CC1=CC2C3(C1)CCC4C(C(=O)CCC4(C3CC(=O)O2)C)(C)C
• SMILES (Isomeric): CC1=C[C@H]2[C@]3(C1)CC[C@H]4[C@]([C@@H]3CC(=O)O2)(CCC(=O)C4(C)C)C
• InChI: InChI=1S/C20H28O3/c1-12-9-16-20(11-12)8-5-13-18(2,3)15(21)6-7-19(13,4)14(20)10-17(22)23-16/h9,13-14,16H,5-8,10-11H2,1-4H3/t13-,14+,16+,19-,20+/m1/s1
• InChI Key: HORXECAIWALMQC-FCDLBOHZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.06
• 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	+	0.9934	99.34%
Caco-2	+	0.8872	88.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7577	75.77%
OATP2B1 inhibitior	-	0.8672	86.72%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5640	56.40%
P-glycoprotein inhibitior	+	0.5767	57.67%
P-glycoprotein substrate	-	0.8519	85.19%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.7383	73.83%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7990	79.90%
CYP2C8 inhibition	-	0.7476	74.76%
CYP inhibitory promiscuity	-	0.8877	88.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6213	62.13%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9466	94.66%
Skin irritation	+	0.5572	55.72%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.6066	60.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.6478	64.78%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5127	51.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6825	68.25%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	+	0.8570	85.70%
Androgen receptor binding	+	0.5846	58.46%
Thyroid receptor binding	+	0.6357	63.57%
Glucocorticoid receptor binding	+	0.7116	71.16%
Aromatase binding	+	0.5571	55.71%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	90.58%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.75%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.29%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.69%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	84.59%	97.79%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.94%	93.04%
CHEMBL2581	P07339	Cathepsin D	83.20%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.62%	93.40%
CHEMBL2169736	O95551	Tyrosyl-DNA phosphodiesterase 2	81.37%	98.46%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.17%	88.84%

Plants that contains it

• Croton lachnostachyus

Cross-Links

• PubChem: 10543458
• LOTUS: LTS0166938
• wikiData: Q104913164