Trichocarane D

Details

• Internal ID: 50cad5d4-d036-4de5-807c-0486a33464e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3aS,8aR)-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-2,3,4,7,8,8a-hexahydroazulene-1,2-diol
• SMILES (Canonical): CC12CC=C(CCC1C(C(C2)O)(C(C)(C)O)O)CO
• SMILES (Isomeric): C[C@@]12CC=C(CC[C@H]1[C@@]([C@H](C2)O)(C(C)(C)O)O)CO
• InChI: InChI=1S/C15H26O4/c1-13(2,18)15(19)11-5-4-10(9-16)6-7-14(11,3)8-12(15)17/h6,11-12,16-19H,4-5,7-9H2,1-3H3/t11-,12+,14+,15-/m1/s1
• InChI Key: ICZQZRMWQOBXNK-PAPYEOQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• CHEMBL506303

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9545	95.45%
Caco-2	+	0.6263	62.63%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5304	53.04%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6217	62.17%
BSEP inhibitior	-	0.7578	75.78%
P-glycoprotein inhibitior	-	0.9505	95.05%
P-glycoprotein substrate	-	0.6895	68.95%
CYP3A4 substrate	+	0.5820	58.20%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8869	88.69%
CYP2C9 inhibition	-	0.6336	63.36%
CYP2C19 inhibition	-	0.8223	82.23%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.8103	81.03%
CYP2C8 inhibition	-	0.7310	73.10%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7177	71.77%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7910	79.10%
Skin irritation	-	0.5565	55.65%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5641	56.41%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.5595	55.95%
Estrogen receptor binding	-	0.6677	66.77%
Androgen receptor binding	-	0.6426	64.26%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6155	61.55%
Aromatase binding	+	0.5658	56.58%
PPAR gamma	-	0.7241	72.41%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9123	91.23%

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	98.59%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	98.58%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.29%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.81%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	83.72%	99.43%
CHEMBL1871	P10275	Androgen Receptor	81.90%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10778467
• LOTUS: LTS0147683
• wikiData: Q77567627