Trichobisabolin I

Details

• Internal ID: 2941f7e6-f3ca-4cdb-b557-37aa1215e40b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2R,4S,4aR,6S,8aS)-2-[(2S)-2-hydroxypropyl]-4,7-dimethyl-3,4,4a,5,6,8a-hexahydro-2H-chromen-6-ol
• SMILES (Canonical): CC1CC(OC2C1CC(C(=C2)C)O)CC(C)O
• SMILES (Isomeric): C[C@H]1C[C@@H](O[C@H]2[C@@H]1C[C@@H](C(=C2)C)O)C[C@H](C)O
• InChI: InChI=1S/C14H24O3/c1-8-4-11(6-10(3)15)17-14-5-9(2)13(16)7-12(8)14/h5,8,10-16H,4,6-7H2,1-3H3/t8-,10-,11+,12+,13-,14+/m0/s1
• InChI Key: LFSDIJOJOMGZFF-ARHAKPMWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.34 g/mol
• Exact Mass: 240.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.7132	71.32%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.3905	39.05%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9797	97.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9526	95.26%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.6956	69.56%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6647	66.47%
CYP3A4 inhibition	+	0.5105	51.05%
CYP2C9 inhibition	-	0.8516	85.16%
CYP2C19 inhibition	-	0.7205	72.05%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.6544	65.44%
CYP2C8 inhibition	-	0.9253	92.53%
CYP inhibitory promiscuity	-	0.6068	60.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.5794	57.94%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6408	64.08%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6772	67.72%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8870	88.70%
Acute Oral Toxicity (c)	III	0.4849	48.49%
Estrogen receptor binding	-	0.6996	69.96%
Androgen receptor binding	-	0.7853	78.53%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.5589	55.89%
Aromatase binding	-	0.7994	79.94%
PPAR gamma	-	0.8196	81.96%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9091	90.91%

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	93.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.27%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.72%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.31%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.59%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.03%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.23%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.01%	86.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.99%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.49%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683396
• LOTUS: LTS0224143
• wikiData: Q105151156