Laurenone B

Details

• Internal ID: 0bb24aed-2528-45a1-a899-845e6e22a543
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 1-[(3R,5S,9S,10R)-10-hydroxy-6,9,10-trimethylspiro[4.5]dec-6-en-3-yl]ethanone
• SMILES (Canonical): CC1CC=C(C2(C1(C)O)CCC(C2)C(=O)C)C
• SMILES (Isomeric): C[C@H]1CC=C([C@]2([C@]1(C)O)CC[C@H](C2)C(=O)C)C
• InChI: InChI=1S/C15H24O2/c1-10-5-6-11(2)15(14(10,4)17)8-7-13(9-15)12(3)16/h6,10,13,17H,5,7-9H2,1-4H3/t10-,13+,14+,15-/m0/s1
• InChI Key: YRDQPZFHCDPJPY-QOWREQOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 93603-63-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8031	80.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6540	65.40%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6789	67.89%
P-glycoprotein inhibitior	-	0.9597	95.97%
P-glycoprotein substrate	-	0.8584	85.84%
CYP3A4 substrate	+	0.5749	57.49%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.7922	79.22%
CYP2C19 inhibition	-	0.7889	78.89%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7042	70.42%
CYP2C8 inhibition	-	0.9137	91.37%
CYP inhibitory promiscuity	-	0.8712	87.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4920	49.20%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.8757	87.57%
Skin irritation	+	0.7538	75.38%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6815	68.15%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	+	0.6739	67.39%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7525	75.25%
Acute Oral Toxicity (c)	III	0.6910	69.10%
Estrogen receptor binding	-	0.6205	62.05%
Androgen receptor binding	-	0.5936	59.36%
Thyroid receptor binding	-	0.6548	65.48%
Glucocorticoid receptor binding	-	0.7140	71.40%
Aromatase binding	-	0.6041	60.41%
PPAR gamma	-	0.6355	63.55%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	93.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.60%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.85%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.68%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.36%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.32%	93.03%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 23427059
• NPASS: NPC61076