(3R)-2,3,4,5,6,7-Hexahydro-3,5,5-trimethyl-7-isopropyl-3beta,7beta-dihydroxy-1H-inden-1-one

Details

• Internal ID: ed400a4d-391a-4b18-8503-521c1d09b482
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R,7S)-3,7-dihydroxy-3,5,5-trimethyl-7-propan-2-yl-4,6-dihydro-2H-inden-1-one
• SMILES (Canonical): CC(C)C1(CC(CC2=C1C(=O)CC2(C)O)(C)C)O
• SMILES (Isomeric): CC(C)[C@]1(CC(CC2=C1C(=O)C[C@@]2(C)O)(C)C)O
• InChI: InChI=1S/C15H24O3/c1-9(2)15(18)8-13(3,4)6-10-12(15)11(16)7-14(10,5)17/h9,17-18H,6-8H2,1-5H3/t14-,15+/m1/s1
• InChI Key: QTAISJWYEQRAJZ-CABCVRRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8635	86.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	0.8442	84.42%
OATP1B1 inhibitior	+	0.9491	94.91%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9211	92.11%
P-glycoprotein inhibitior	-	0.9227	92.27%
P-glycoprotein substrate	-	0.9289	92.89%
CYP3A4 substrate	-	0.5324	53.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.8205	82.05%
CYP2C19 inhibition	-	0.7504	75.04%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.9843	98.43%
CYP inhibitory promiscuity	-	0.8545	85.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9132	91.32%
Carcinogenicity (trinary)	Warning	0.4641	46.41%
Eye corrosion	-	0.9805	98.05%
Eye irritation	+	0.7212	72.12%
Skin irritation	+	0.5127	51.27%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4323	43.23%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5207	52.07%
skin sensitisation	-	0.5489	54.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8544	85.44%
Acute Oral Toxicity (c)	I	0.3266	32.66%
Estrogen receptor binding	-	0.7869	78.69%
Androgen receptor binding	-	0.5923	59.23%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	-	0.6784	67.84%
Aromatase binding	-	0.6361	63.61%
PPAR gamma	-	0.7392	73.92%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.91%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.69%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.51%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.10%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	80.43%	94.75%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 14758697
• NPASS: NPC301637
• LOTUS: LTS0028048
• wikiData: Q105227532