6-Hydroxy-1-(1-hydroxypropan-2-yl)-3a,5a-dimethyl-2,3,4,5,6,7-hexahydrocyclohepta[e]indene-8-carbaldehyde

Details

• Internal ID: 78a35fa2-f829-4f6b-8a8f-a9dfc537e7f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 6-hydroxy-1-(1-hydroxypropan-2-yl)-3a,5a-dimethyl-2,3,4,5,6,7-hexahydrocyclohepta[e]indene-8-carbaldehyde
• SMILES (Canonical): CC(CO)C1=C2C3=CC=C(CC(C3(CCC2(CC1)C)C)O)C=O
• SMILES (Isomeric): CC(CO)C1=C2C3=CC=C(CC(C3(CCC2(CC1)C)C)O)C=O
• InChI: InChI=1S/C20H28O3/c1-13(11-21)15-6-7-19(2)8-9-20(3)16(18(15)19)5-4-14(12-22)10-17(20)23/h4-5,12-13,17,21,23H,6-11H2,1-3H3
• InChI Key: HFBBAANNESGPQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7638	76.38%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.9777	97.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6818	68.18%
BSEP inhibitior	-	0.7251	72.51%
P-glycoprotein inhibitior	-	0.8937	89.37%
P-glycoprotein substrate	-	0.6723	67.23%
CYP3A4 substrate	+	0.5683	56.83%
CYP2C9 substrate	-	0.8094	80.94%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.8060	80.60%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.9075	90.75%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.8290	82.90%
CYP inhibitory promiscuity	-	0.8485	84.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9779	97.79%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7255	72.55%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5919	59.19%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7313	73.13%
Acute Oral Toxicity (c)	III	0.7213	72.13%
Estrogen receptor binding	+	0.5365	53.65%
Androgen receptor binding	+	0.5264	52.64%
Thyroid receptor binding	+	0.7397	73.97%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.5206	52.06%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9647	96.47%

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	98.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.52%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.14%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	80.10%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14525337
• LOTUS: LTS0048823
• wikiData: Q105027208