4,5-Dihydroxy-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one

Details

• Internal ID: 6f468697-e4b0-4625-8260-9659732ff610
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
• IUPAC Name: 4,5-dihydroxy-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one
• SMILES (Canonical): CC1CC(C(C2=CC(=O)C3C(C12C)C3(C)C)O)O
• SMILES (Isomeric): CC1CC(C(C2=CC(=O)C3C(C12C)C3(C)C)O)O
• InChI: InChI=1S/C15H22O3/c1-7-5-10(17)12(18)8-6-9(16)11-13(14(11,2)3)15(7,8)4/h6-7,10-13,17-18H,5H2,1-4H3
• InChI Key: HKFZVDBAWWVCLV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

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	+	0.4947	49.47%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7388	73.88%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9760	97.60%
P-glycoprotein inhibitior	-	0.9040	90.40%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.5634	56.34%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7297	72.97%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8742	87.42%
CYP1A2 inhibition	-	0.8023	80.23%
CYP2C8 inhibition	-	0.9491	94.91%
CYP inhibitory promiscuity	-	0.8035	80.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.5990	59.90%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5367	53.67%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5690	56.90%
skin sensitisation	+	0.5052	50.52%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6095	60.95%
Acute Oral Toxicity (c)	III	0.5981	59.81%
Estrogen receptor binding	+	0.7252	72.52%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	-	0.5506	55.06%
PPAR gamma	-	0.7732	77.32%
Honey bee toxicity	-	0.8240	82.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	93.88%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.02%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 77991739
• LOTUS: LTS0036119
• wikiData: Q104167940