(1R,3S,5R,7S,8S)-1-benzoyl-6,6-dimethyl-3,5-bis(3-methylbut-2-enyl)-8-(2-oxopropyl)adamantane-2,4,9-trione

Details

• Internal ID: 5d50fc45-f61e-4742-9346-dd115f1f1a34
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1R,3S,5R,7S,8S)-1-benzoyl-6,6-dimethyl-3,5-bis(3-methylbut-2-enyl)-8-(2-oxopropyl)adamantane-2,4,9-trione
• InChI: InChI=1S/C32H38O5/c1-19(2)13-15-30-18-24-23(17-21(5)33)32(27(30)36,25(34)22-11-9-8-10-12-22)28(37)31(26(30)35,29(24,6)7)16-14-20(3)4/h8-14,23-24H,15-18H2,1-7H3/t23-,24-,30-,31+,32+/m0/s1
• InChI Key: VFDSADAZGWKTDR-FURYIGOFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₅
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.27192431 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.92
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.5504	55.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9657	96.57%
P-glycoprotein inhibitior	+	0.7014	70.14%
P-glycoprotein substrate	-	0.6018	60.18%
CYP3A4 substrate	+	0.6014	60.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8043	80.43%
CYP3A4 inhibition	+	0.5371	53.71%
CYP2C9 inhibition	-	0.6946	69.46%
CYP2C19 inhibition	-	0.6391	63.91%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	+	0.4793	47.93%
CYP inhibitory promiscuity	-	0.6197	61.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.6468	64.68%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8012	80.12%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	+	0.5219	52.19%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5244	52.44%
Acute Oral Toxicity (c)	III	0.5405	54.05%
Estrogen receptor binding	+	0.8286	82.86%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.6028	60.28%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.6658	66.58%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.22%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.73%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.32%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.38%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.31%	93.00%

Plants that contains it

• Garcinia oblongifolia

Cross-Links

• PubChem: 86302537
• NPASS: NPC471829
• ChEMBL: CHEMBL3236489
• LOTUS: LTS0114577
• wikiData: Q105285161