Trichocarane B

Details

• Internal ID: 8636b5aa-12b1-4764-95e4-5783cfab0964
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3aS,8aR)-6-(hydroxymethyl)-3a-methyl-1-propan-2-yl-2,3,4,7,8,8a-hexahydroazulene-1,2-diol
• SMILES (Canonical): CC(C)C1(C2CCC(=CCC2(CC1O)C)CO)O
• SMILES (Isomeric): CC(C)[C@]1([C@@H]2CCC(=CC[C@]2(C[C@@H]1O)C)CO)O
• InChI: InChI=1S/C15H26O3/c1-10(2)15(18)12-5-4-11(9-16)6-7-14(12,3)8-13(15)17/h6,10,12-13,16-18H,4-5,7-9H2,1-3H3/t12-,13+,14+,15-/m1/s1
• InChI Key: OQMGYKWZJSTWIL-CBBWQLFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (1R,2S,3aS,8aR)-6-(hydroxymethyl)-3a-methyl-1-propan-2-yl-2,3,4,7,8,8a-hexahydroazulene-1,2-diol
• RefChem:191077
• 297745-87-0
• CHEMBL509591
• CHEBI:205251

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6946	69.46%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5916	59.16%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7833	78.33%
BSEP inhibitior	-	0.8212	82.12%
P-glycoprotein inhibitior	-	0.9504	95.04%
P-glycoprotein substrate	-	0.7170	71.70%
CYP3A4 substrate	+	0.5280	52.80%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7738	77.38%
CYP2C9 inhibition	-	0.6955	69.55%
CYP2C19 inhibition	-	0.8541	85.41%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8145	81.45%
CYP2C8 inhibition	-	0.8279	82.79%
CYP inhibitory promiscuity	-	0.8959	89.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6878	68.78%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7860	78.60%
Skin irritation	-	0.5746	57.46%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	+	0.5385	53.85%
Human Ether-a-go-go-Related Gene inhibition	-	0.6222	62.22%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.7114	71.14%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7622	76.22%
Acute Oral Toxicity (c)	III	0.6356	63.56%
Estrogen receptor binding	-	0.6497	64.97%
Androgen receptor binding	-	0.6794	67.94%
Thyroid receptor binding	+	0.5314	53.14%
Glucocorticoid receptor binding	+	0.5874	58.74%
Aromatase binding	-	0.4835	48.35%
PPAR gamma	-	0.6183	61.83%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9205	92.05%

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	96.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.57%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	91.97%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.34%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	84.90%	90.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.09%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10682391
• LOTUS: LTS0043858
• wikiData: Q77423107