(1R,2S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecane-2,3,4,10,15,17-hexol

Details

• Internal ID: e50ce5b8-7db7-4872-baf7-1163cd47ec8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids
• IUPAC Name: (1R,2S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecane-2,3,4,10,15,17-hexol
• InChI: InChI=1S/C20H32O7/c1-16(2)15-10(27-15)11-18(4,25)9-6-5-8-12(21)19(9,7-17(8,3)24)13(22)14(23)20(11,16)26/h8-15,21-26H,5-7H2,1-4H3/t8-,9+,10+,11+,12-,13-,14-,15+,17-,18-,19-,20+/m1/s1
• InChI Key: CXADZAJRFGHWTE-DAPLQTRGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₇
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.21480336 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8617	86.17%
Caco-2	-	0.8014	80.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4492	44.92%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9568	95.68%
P-glycoprotein inhibitior	-	0.8342	83.42%
P-glycoprotein substrate	-	0.7512	75.12%
CYP3A4 substrate	+	0.6136	61.36%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7699	76.99%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.7626	76.26%
CYP2C19 inhibition	-	0.7625	76.25%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.6925	69.25%
CYP2C8 inhibition	-	0.7456	74.56%
CYP inhibitory promiscuity	-	0.9739	97.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4637	46.37%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6272	62.72%
Acute Oral Toxicity (c)	III	0.4342	43.42%
Estrogen receptor binding	+	0.7384	73.84%
Androgen receptor binding	+	0.6325	63.25%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.5419	54.19%
Aromatase binding	+	0.7793	77.93%
PPAR gamma	+	0.5397	53.97%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8598	85.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.34%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.88%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.77%	95.56%

Plants that contains it

• Pieris japonica

Cross-Links

• PubChem: 162971970
• LOTUS: LTS0174756
• wikiData: Q104971715