4-Hydroxy-7-(2-hydroxypropan-2-yl)-6,6a-dimethyl-1a,4,5,6,7,7a-hexahydronaphtho[2,3-b]oxiren-2-one

Details

• Internal ID: 458e4300-6369-4ff4-9dd5-5cad8f6bf090
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-hydroxy-7-(2-hydroxypropan-2-yl)-6,6a-dimethyl-1a,4,5,6,7,7a-hexahydronaphtho[2,3-b]oxiren-2-one
• SMILES (Canonical): CC1CC(C=C2C1(C(C3C(C2=O)O3)C(C)(C)O)C)O
• SMILES (Isomeric): CC1CC(C=C2C1(C(C3C(C2=O)O3)C(C)(C)O)C)O
• InChI: InChI=1S/C15H22O4/c1-7-5-8(16)6-9-10(17)11-12(19-11)13(14(2,3)18)15(7,9)4/h6-8,11-13,16,18H,5H2,1-4H3
• InChI Key: NFAIEEHBPOJNKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.6232	62.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9749	97.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9525	95.25%
P-glycoprotein inhibitior	-	0.8237	82.37%
P-glycoprotein substrate	-	0.8183	81.83%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.8443	84.43%
CYP2C9 inhibition	-	0.8529	85.29%
CYP2C19 inhibition	-	0.7686	76.86%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.7790	77.90%
CYP2C8 inhibition	-	0.8965	89.65%
CYP inhibitory promiscuity	-	0.8232	82.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5061	50.61%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.6160	61.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.4023	40.23%
Estrogen receptor binding	+	0.5940	59.40%
Androgen receptor binding	-	0.5331	53.31%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5730	57.30%
Aromatase binding	-	0.6086	60.86%
PPAR gamma	-	0.7769	77.69%
Honey bee toxicity	-	0.6876	68.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	98.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.66%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.76%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.88%	96.61%

Plants that contains it

• Nardostachys jatamansi

Cross-Links

• PubChem: 14164973
• LOTUS: LTS0061051
• wikiData: Q105178341