Tricyclohumuladiol

Details

• Internal ID: 62e276fb-a9ea-4318-a4d4-819494c9e021
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2R,4R,5R,8S,9S)-4,8,11,11-tetramethyltricyclo[7.2.0.02,4]undecane-5,8-diol
• InChI: InChI=1S/C15H26O2/c1-13(2)7-10-12(13)9-8-14(9,3)11(16)5-6-15(10,4)17/h9-12,16-17H,5-8H2,1-4H3/t9-,10+,11-,12-,14-,15+/m1/s1
• InChI Key: USFOCJBPTUMHRF-DNNYSMPMSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 21446-02-6
• (1R,2R,4R,5R,8S,9S)-4,8,11,11-tetramethyltricyclo[7.2.0.02,4]undecane-5,8-diol
• (1R,2R,4R,5R,8S,9S)-4,8,11,11-tetramethyltricyclo(7.2.0.02,4)undecane-5,8-diol
• RefChem:191429
• CHEMBL465350
• DTXSID301316114

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.5994	59.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5327	53.27%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9528	95.28%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.8853	88.53%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.5641	56.41%
CYP2D6 substrate	-	0.7203	72.03%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.8094	80.94%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	+	0.5946	59.46%
CYP2C8 inhibition	-	0.9239	92.39%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9374	93.74%
Eye irritation	-	0.4924	49.24%
Skin irritation	+	0.5660	56.60%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.7306	73.06%
Human Ether-a-go-go-Related Gene inhibition	-	0.5690	56.90%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5665	56.65%
skin sensitisation	+	0.5943	59.43%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5411	54.11%
Acute Oral Toxicity (c)	III	0.7745	77.45%
Estrogen receptor binding	-	0.5937	59.37%
Androgen receptor binding	-	0.5496	54.96%
Thyroid receptor binding	+	0.5846	58.46%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	-	0.6049	60.49%
PPAR gamma	-	0.8566	85.66%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8311	83.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.79%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.51%	97.09%
CHEMBL1871	P10275	Androgen Receptor	88.11%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.77%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.91%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	82.62%	95.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.11%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.32%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.28%	96.38%

Plants that contains it

• Aglaia odorata
• Cyperus longus
• Schisandra plena
• Zingiber zerumbet

Cross-Links

• PubChem: 15647027
• NPASS: NPC161473
• LOTUS: LTS0170615
• wikiData: Q104399487