1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalene-1,2,6,7-tetrol

Details

• Internal ID: 55e79989-2047-4706-9f9b-13a860413900
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,8,8a-hexahydro-2H-naphthalene-1,2,6,7-tetrol
• SMILES (Canonical): CC(=C)C1(CC2C(CCC(C2(C)O)O)(CC1O)C)O
• SMILES (Isomeric): CC(=C)C1(CC2C(CCC(C2(C)O)O)(CC1O)C)O
• InChI: InChI=1S/C15H26O4/c1-9(2)15(19)7-10-13(3,8-12(15)17)6-5-11(16)14(10,4)18/h10-12,16-19H,1,5-8H2,2-4H3
• InChI Key: FKXMJDXYVBQZKU-UHFFFAOYSA-N
• Popularity: 0 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: 0.90
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	-	0.6185	61.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6035	60.35%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.9113	91.13%
P-glycoprotein inhibitior	-	0.9524	95.24%
P-glycoprotein substrate	-	0.8553	85.53%
CYP3A4 substrate	+	0.5812	58.12%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7107	71.07%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.7927	79.27%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8592	85.92%
CYP2C8 inhibition	-	0.8814	88.14%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6656	66.56%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.6371	63.71%
Skin irritation	+	0.5751	57.51%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6599	65.99%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	-	0.6223	62.23%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.5682	56.82%
Androgen receptor binding	-	0.6407	64.07%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.6552	65.52%
Aromatase binding	+	0.6757	67.57%
PPAR gamma	-	0.6848	68.48%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.36%	90.17%
CHEMBL259	P32245	Melanocortin receptor 4	90.75%	95.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.67%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.47%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.96%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.66%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.01%	96.38%

Plants that contains it

• Salvia ballotiflora
• Salvia candicans
• Tessaria integrifolia

Cross-Links

• PubChem: 85272961
• LOTUS: LTS0020867
• wikiData: Q103813448