(1R,2S,3S,4aS,5R)-3-[(2R)-1,2-dihydroxypropan-2-yl]-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,2-diol

Details

• Internal ID: 24b05b6a-17e2-4406-af07-506b75ac5b47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (1R,2S,3S,4aS,5R)-3-[(2R)-1,2-dihydroxypropan-2-yl]-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,2-diol
• InChI: InChI=1S/C15H26O4/c1-9-5-4-6-10-12(17)13(18)11(7-14(9,10)2)15(3,19)8-16/h6,9,11-13,16-19H,4-5,7-8H2,1-3H3/t9-,11+,12-,13+,14+,15+/m1/s1
• InChI Key: FOPOTJIRHUDKCJ-MXRZOMGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9622	96.22%
Caco-2	-	0.5854	58.54%
Blood Brain Barrier	+	0.6785	67.85%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6660	66.60%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	-	0.2209	22.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5967	59.67%
BSEP inhibitior	-	0.8402	84.02%
P-glycoprotein inhibitior	-	0.9450	94.50%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.5150	51.50%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8929	89.29%
CYP2C8 inhibition	-	0.7042	70.42%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7345	73.45%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.5338	53.38%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6494	64.94%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6682	66.82%
skin sensitisation	-	0.8755	87.55%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8138	81.38%
Acute Oral Toxicity (c)	III	0.7577	75.77%
Estrogen receptor binding	-	0.6042	60.42%
Androgen receptor binding	-	0.7165	71.65%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.6653	66.53%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	-	0.8183	81.83%
Honey bee toxicity	-	0.9577	95.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9569	95.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.35%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.94%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.52%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL1871	P10275	Androgen Receptor	85.51%	96.43%

Plants that contains it

• Incarvillea delavayi

Cross-Links

• PubChem: 162968991
• LOTUS: LTS0196684
• wikiData: Q104998884