(1S,3aS,4R,5R,7aS)-1-[(1R)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-indene-4,5-diol

Details

• Internal ID: e0dab829-012c-4311-951b-693d6cf7a3e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3aS,4R,5R,7aS)-1-[(1R)-1-hydroxy-2-methylpropyl]-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-indene-4,5-diol
• InChI: InChI=1S/C15H26O3/c1-8(2)13(17)10-5-6-15(4)12(10)9(3)7-11(16)14(15)18/h8,10-14,16-18H,3,5-7H2,1-2,4H3/t10-,11+,12+,13+,14-,15-/m0/s1
• InChI Key: KTEUQONRKCTSQW-ZYIYBEKCSA-N
• Popularity: 0 references 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: 1.70
• Atomic LogP (AlogP): 1.72
• 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	+	0.9920	99.20%
Caco-2	-	0.7548	75.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5556	55.56%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.8821	88.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9576	95.76%
P-glycoprotein inhibitior	-	0.9174	91.74%
P-glycoprotein substrate	-	0.7434	74.34%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7127	71.27%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.8470	84.70%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8344	83.44%
CYP2C8 inhibition	-	0.9100	91.00%
CYP inhibitory promiscuity	-	0.8755	87.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6107	61.07%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7331	73.31%
Skin irritation	+	0.6031	60.31%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	-	0.8423	84.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6942	69.42%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5169	51.69%
skin sensitisation	+	0.5076	50.76%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6614	66.14%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.5266	52.66%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.5244	52.44%
Glucocorticoid receptor binding	+	0.6037	60.37%
Aromatase binding	-	0.6371	63.71%
PPAR gamma	-	0.8092	80.92%
Honey bee toxicity	-	0.8834	88.34%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	95.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	91.22%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	91.01%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	87.67%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.11%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.57%	82.69%
CHEMBL1871	P10275	Androgen Receptor	82.24%	96.43%
CHEMBL1977	P11473	Vitamin D receptor	81.50%	99.43%
CHEMBL238	Q01959	Dopamine transporter	81.37%	95.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.50%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.31%	100.00%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 11994818
• LOTUS: LTS0151459
• wikiData: Q105145736