(+)-(1R,3R,6S,7S,8R,11S)-3,8,12-trihydroxy-alpha-muurolene

Details

• Internal ID: 03595c3a-5ae4-43a3-8bb9-8b2603f06a54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,4aR,6R,8aS)-1-[(2S)-1-hydroxypropan-2-yl]-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalene-2,6-diol
• SMILES (Canonical): CC1=CC(C(C2C1CC(C(=C2)C)O)C(C)CO)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@H]([C@@H]2[C@H]1C[C@H](C(=C2)C)O)[C@H](C)CO)O
• InChI: InChI=1S/C15H24O3/c1-8-5-14(18)15(10(3)7-16)12-4-9(2)13(17)6-11(8)12/h4-5,10-18H,6-7H2,1-3H3/t10-,11+,12+,13-,14+,15-/m1/s1
• InChI Key: VBJDHIYJUUBFBR-ULXLPNHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6227	62.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4755	47.55%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9421	94.21%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.6973	69.73%
CYP3A4 inhibition	+	0.5150	51.50%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.6568	65.68%
CYP2D6 inhibition	-	0.7567	75.67%
CYP1A2 inhibition	-	0.5314	53.14%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	-	0.5125	51.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.7085	70.85%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6138	61.38%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6388	63.88%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.6928	69.28%
Estrogen receptor binding	-	0.7949	79.49%
Androgen receptor binding	-	0.6774	67.74%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	-	0.6863	68.63%
Aromatase binding	-	0.8734	87.34%
PPAR gamma	-	0.7516	75.16%
Honey bee toxicity	-	0.9261	92.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8855	88.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.01%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.21%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.01%	97.25%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	91.21%	97.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.56%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	84.30%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.73%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.41%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.72%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.58%	93.56%
CHEMBL2885	P07451	Carbonic anhydrase III	80.09%	87.45%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 139588432
• LOTUS: LTS0231470
• wikiData: Q104963990