(1S,3R,8R,8aS)-1-hydroxy-3,8-dimethyl-5-prop-1-en-2-yl-3,4,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Details

• Internal ID: 1028c982-b575-4e0f-960e-7f3c6e88e7b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3R,8R,8aS)-1-hydroxy-3,8-dimethyl-5-prop-1-en-2-yl-3,4,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1CCC(=C2C1C(C(=O)C(C2)C)O)C(=C)C
• SMILES (Isomeric): C[C@@H]1CCC(=C2[C@H]1[C@@H](C(=O)[C@@H](C2)C)O)C(=C)C
• InChI: InChI=1S/C15H22O2/c1-8(2)11-6-5-9(3)13-12(11)7-10(4)14(16)15(13)17/h9-10,13,15,17H,1,5-7H2,2-4H3/t9-,10-,13+,15+/m1/s1
• InChI Key: FADWFQYYMOXRJB-NRWDQBFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7821	78.21%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5832	58.32%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7806	78.06%
P-glycoprotein inhibitior	-	0.8948	89.48%
P-glycoprotein substrate	-	0.7209	72.09%
CYP3A4 substrate	+	0.5186	51.86%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.7799	77.99%
CYP3A4 inhibition	-	0.7720	77.20%
CYP2C9 inhibition	-	0.7314	73.14%
CYP2C19 inhibition	-	0.5981	59.81%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	+	0.5609	56.09%
CYP2C8 inhibition	-	0.9142	91.42%
CYP inhibitory promiscuity	-	0.7913	79.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9760	97.60%
Eye irritation	+	0.7555	75.55%
Skin irritation	+	0.5225	52.25%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7255	72.55%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	+	0.5554	55.54%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5948	59.48%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	-	0.7405	74.05%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.8072	80.72%
PPAR gamma	-	0.6445	64.45%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.14%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.58%	97.05%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.82%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	81.22%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.88%	99.23%
CHEMBL1871	P10275	Androgen Receptor	80.15%	96.43%

Plants that contains it

• Ligularia songarica

Cross-Links

• PubChem: 10585783
• LOTUS: LTS0199894
• wikiData: Q104992191