(4S,4aR,6R,8aS)-6-hydroxy-4,7-dimethyl-1-propan-2-ylidene-3,4,4a,5,6,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 25e0e361-9934-442e-9da6-6b3b14a266e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,4aR,6R,8aS)-6-hydroxy-4,7-dimethyl-1-propan-2-ylidene-3,4,4a,5,6,8a-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1CC(=O)C(=C(C)C)C2C1CC(C(=C2)C)O
• SMILES (Isomeric): C[C@H]1CC(=O)C(=C(C)C)[C@H]2[C@@H]1C[C@H](C(=C2)C)O
• InChI: InChI=1S/C15H22O2/c1-8(2)15-12-5-10(4)13(16)7-11(12)9(3)6-14(15)17/h5,9,11-13,16H,6-7H2,1-4H3/t9-,11+,12+,13+/m0/s1
• InChI Key: PWTGCBCZHGUOFW-WKSBVSIWSA-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: 2.30
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.8970	89.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6403	64.03%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9334	93.34%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.7941	79.41%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.7182	71.82%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.7809	78.09%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.7327	73.27%
CYP2C8 inhibition	-	0.9401	94.01%
CYP inhibitory promiscuity	-	0.7983	79.83%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8713	87.13%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8253	82.53%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6379	63.79%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	+	0.7803	78.03%
skin sensitisation	+	0.7581	75.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5512	55.12%
Acute Oral Toxicity (c)	III	0.7309	73.09%
Estrogen receptor binding	-	0.8499	84.99%
Androgen receptor binding	-	0.7501	75.01%
Thyroid receptor binding	-	0.6124	61.24%
Glucocorticoid receptor binding	-	0.6696	66.96%
Aromatase binding	-	0.9075	90.75%
PPAR gamma	-	0.8108	81.08%
Honey bee toxicity	-	0.8448	84.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.11%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%

Plants that contains it

• Ageratina adenophora

Cross-Links

• PubChem: 163191273
• LOTUS: LTS0213951
• wikiData: Q105215980