15-Hydroxy-3-epiisopetasol

Details

• Internal ID: 0858d753-2181-43f9-ad9c-e78db669a01b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aR,5S,6S)-6-hydroxy-5-(hydroxymethyl)-4a-methyl-3-propan-2-ylidene-5,6,7,8-tetrahydro-4H-naphthalen-2-one
• SMILES (Canonical): CC(=C1CC2(C(C(CCC2=CC1=O)O)CO)C)C
• SMILES (Isomeric): CC(=C1C[C@@]2([C@H]([C@H](CCC2=CC1=O)O)CO)C)C
• InChI: InChI=1S/C15H22O3/c1-9(2)11-7-15(3)10(6-14(11)18)4-5-13(17)12(15)8-16/h6,12-13,16-17H,4-5,7-8H2,1-3H3/t12-,13-,15-/m0/s1
• InChI Key: AIXQTGFSNZUXLM-YDHLFZDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• 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	+	0.9948	99.48%
Caco-2	+	0.7125	71.25%
Blood Brain Barrier	+	0.6741	67.41%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5626	56.26%
BSEP inhibitior	-	0.7889	78.89%
P-glycoprotein inhibitior	-	0.9133	91.33%
P-glycoprotein substrate	-	0.8055	80.55%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8466	84.66%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.8455	84.55%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8734	87.34%
CYP2C8 inhibition	-	0.9189	91.89%
CYP inhibitory promiscuity	-	0.7995	79.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7929	79.29%
Skin irritation	-	0.5917	59.17%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7856	78.56%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5369	53.69%
Acute Oral Toxicity (c)	III	0.7829	78.29%
Estrogen receptor binding	-	0.8317	83.17%
Androgen receptor binding	+	0.6228	62.28%
Thyroid receptor binding	-	0.5852	58.52%
Glucocorticoid receptor binding	-	0.6598	65.98%
Aromatase binding	-	0.6395	63.95%
PPAR gamma	-	0.6529	65.29%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.03%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.72%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.52%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.23%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.46%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.44%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	80.16%	98.59%

Plants that contains it

• Picea rubens

Cross-Links

• PubChem: 101509239
• LOTUS: LTS0216930
• wikiData: Q77568530