Eudesm-5-ene-1beta,4alpha-diol

Details

• Internal ID: e3279a03-504c-47db-be0d-124fcdfc605b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4R,6S,8aR)-4,8a-dimethyl-6-propan-2-yl-1,2,3,6,7,8-hexahydronaphthalene-1,4-diol
• SMILES (Canonical): CC(C)C1CCC2(C(CCC(C2=C1)(C)O)O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@]2([C@@H](CC[C@@](C2=C1)(C)O)O)C
• InChI: InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3)12(9-11)15(4,17)8-6-13(14)16/h9-11,13,16-17H,5-8H2,1-4H3/t11-,13-,14-,15-/m1/s1
• InChI Key: AXHPSQVHJYJJBZ-NMFUWQPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.6581	65.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8309	83.09%
P-glycoprotein inhibitior	-	0.9146	91.46%
P-glycoprotein substrate	-	0.8324	83.24%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8447	84.47%
CYP2C9 inhibition	-	0.8956	89.56%
CYP2C19 inhibition	-	0.7488	74.88%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.9252	92.52%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7823	78.23%
Skin irritation	+	0.5288	52.88%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6415	64.15%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	+	0.6026	60.26%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7994	79.94%
Acute Oral Toxicity (c)	III	0.8426	84.26%
Estrogen receptor binding	-	0.7677	76.77%
Androgen receptor binding	-	0.6723	67.23%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	-	0.5836	58.36%
Aromatase binding	-	0.5243	52.43%
PPAR gamma	-	0.8251	82.51%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	92.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.27%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.03%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.77%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.04%	90.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.97%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.27%	96.61%

Plants that contains it

• Actinidia chinensis var. deliciosa
• Lepidium apetalum

Cross-Links

• PubChem: 15431404
• NPASS: NPC256175