Leptoterpene B

Details

• Internal ID: 09b949b4-b8e5-4c51-bf6a-6ffbd8d4e428
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,4aS,7S)-7-(hydroxymethyl)-4-methyl-1-propan-2-yl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC1CC(=O)C(=C2C1CCC(C2)CO)C(C)C
• SMILES (Isomeric): C[C@H]1CC(=O)C(=C2[C@H]1CC[C@@H](C2)CO)C(C)C
• InChI: InChI=1S/C15H24O2/c1-9(2)15-13-7-11(8-16)4-5-12(13)10(3)6-14(15)17/h9-12,16H,4-8H2,1-3H3/t10-,11-,12-/m0/s1
• InChI Key: KHZOWMIRUOSWHN-SRVKXCTJSA-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: 2.30
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.7619	76.19%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	0.8464	84.64%
OATP1B1 inhibitior	+	0.9326	93.26%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8426	84.26%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	-	0.5667	56.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8114	81.14%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.6790	67.90%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.5790	57.90%
CYP2C8 inhibition	-	0.9375	93.75%
CYP inhibitory promiscuity	-	0.7456	74.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6599	65.99%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.5534	55.34%
Skin irritation	-	0.6771	67.71%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6349	63.49%
skin sensitisation	-	0.5590	55.90%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5422	54.22%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	-	0.7528	75.28%
Androgen receptor binding	-	0.6565	65.65%
Thyroid receptor binding	-	0.5742	57.42%
Glucocorticoid receptor binding	-	0.6292	62.92%
Aromatase binding	-	0.8553	85.53%
PPAR gamma	-	0.8761	87.61%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL4072	P07858	Cathepsin B	89.48%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.89%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.47%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	84.13%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.88%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.84%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	83.46%	98.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.06%	93.04%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.59%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.41%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591705
• LOTUS: LTS0003744
• wikiData: Q105141405