(2S,3S)-6-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-2,5,7-trimethyl-2,3-dihydroinden-1-one

Details

• Internal ID: d3438f9f-e774-4eea-9576-e31f169c8f11
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (2S,3S)-6-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-2,5,7-trimethyl-2,3-dihydroinden-1-one
• SMILES (Canonical): CC1C(C2=C(C1=O)C(=C(C(=C2)C)C(CO)O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](C2=C(C1=O)C(=C(C(=C2)C)[C@H](CO)O)C)O
• InChI: InChI=1S/C14H18O4/c1-6-4-9-12(14(18)8(3)13(9)17)7(2)11(6)10(16)5-15/h4,8,10,13,15-17H,5H2,1-3H3/t8-,10-,13-/m0/s1
• InChI Key: VMJKQMXIGPCGKZ-FWDPORAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 4
• 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	+	0.9843	98.43%
Caco-2	+	0.5619	56.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9261	92.61%
P-glycoprotein inhibitior	-	0.9213	92.13%
P-glycoprotein substrate	-	0.8520	85.20%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.8770	87.70%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.8824	88.24%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	+	0.6897	68.97%
CYP2C8 inhibition	-	0.9003	90.03%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.7731	77.31%
Skin irritation	-	0.6969	69.69%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6650	66.50%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.5523	55.23%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7700	77.00%
Acute Oral Toxicity (c)	III	0.6510	65.10%
Estrogen receptor binding	-	0.5504	55.04%
Androgen receptor binding	-	0.6020	60.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6803	68.03%
Aromatase binding	-	0.8526	85.26%
PPAR gamma	-	0.7871	78.71%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.4241	42.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.00%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.52%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.65%	96.09%

Plants that contains it

• Pteris bella

Cross-Links

• PubChem: 162852517
• LOTUS: LTS0215638
• wikiData: Q105289014