6-Hydroxy-5,5,9,16-tetramethyl-13-oxatetracyclo[8.7.0.01,14.04,9]heptadec-15-en-12-one

Details

• Internal ID: ddb4f688-bbbd-4b11-9f3b-cbfb0e849346
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6-hydroxy-5,5,9,16-tetramethyl-13-oxatetracyclo[8.7.0.01,14.04,9]heptadec-15-en-12-one
• SMILES (Canonical): CC1=CC2C3(C1)CCC4C(C(CCC4(C3CC(=O)O2)C)O)(C)C
• SMILES (Isomeric): CC1=CC2C3(C1)CCC4C(C(CCC4(C3CC(=O)O2)C)O)(C)C
• InChI: InChI=1S/C20H30O3/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/h9,13-16,21H,5-8,10-11H2,1-4H3
• InChI Key: NYWSTNSSXCVWQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 3
• 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	+	0.9939	99.39%
Caco-2	+	0.8240	82.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7868	78.68%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4727	47.27%
P-glycoprotein inhibitior	-	0.6121	61.21%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.7612	76.12%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8596	85.96%
CYP2C8 inhibition	-	0.8572	85.72%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9117	91.17%
Skin irritation	+	0.6284	62.84%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.7366	73.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.6035	60.35%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5911	59.11%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4827	48.27%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.8696	86.96%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	+	0.6439	64.39%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.5681	56.81%
PPAR gamma	+	0.5817	58.17%
Honey bee toxicity	-	0.8671	86.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	91.92%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.11%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	83.48%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	82.69%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.29%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.67%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	80.22%	98.03%

Plants that contains it

• Croton lachnostachyus

Cross-Links

• PubChem: 85159862
• LOTUS: LTS0008254
• wikiData: Q105187746