4-hydroxy-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarbaldehyde

Details

• Internal ID: 73f09ff8-238a-4e92-889c-c1193429e0a2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: 4-hydroxy-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarbaldehyde
• SMILES (Canonical): CC1(CC2C(C1O)C=C(C3(C2(C3)C)C=O)C=O)C
• SMILES (Isomeric): CC1(CC2C(C1O)C=C(C3(C2(C3)C)C=O)C=O)C
• InChI: InChI=1S/C15H20O3/c1-13(2)5-11-10(12(13)18)4-9(6-16)15(8-17)7-14(11,15)3/h4,6,8,10-12,18H,5,7H2,1-3H3
• InChI Key: DOOHOEWKYBEXLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8274	82.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8005	80.05%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8493	84.93%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.8926	89.26%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.6468	64.68%
CYP2C9 inhibition	-	0.6611	66.11%
CYP2C19 inhibition	-	0.7604	76.04%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.7754	77.54%
CYP2C8 inhibition	-	0.8464	84.64%
CYP inhibitory promiscuity	-	0.7673	76.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9570	95.70%
Skin irritation	+	0.5281	52.81%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6509	65.09%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	+	0.5406	54.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5528	55.28%
Acute Oral Toxicity (c)	II	0.5118	51.18%
Estrogen receptor binding	+	0.5917	59.17%
Androgen receptor binding	+	0.6209	62.09%
Thyroid receptor binding	-	0.5197	51.97%
Glucocorticoid receptor binding	-	0.5886	58.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6837	68.37%
Honey bee toxicity	-	0.9288	92.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.10%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.12%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	83.16%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.65%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85264552
• LOTUS: LTS0271464
• wikiData: Q103818584