(1S,3R,4S,5S,7R)-5-hydroxy-1,4-dimethyl-6-oxo-12-propan-2-yltricyclo[9.3.0.03,7]tetradeca-8,11-diene-8-carbaldehyde

Details

• Internal ID: 1f61aa7f-e983-455a-a694-84a713dfa9c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1S,3R,4S,5S,7R)-5-hydroxy-1,4-dimethyl-6-oxo-12-propan-2-yltricyclo[9.3.0.03,7]tetradeca-8,11-diene-8-carbaldehyde
• SMILES (Canonical): CC1C2CC3(CCC(=C3CC=C(C2C(=O)C1O)C=O)C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@H]2C[C@@]3(CCC(=C3CC=C([C@@H]2C(=O)[C@H]1O)C=O)C(C)C)C
• InChI: InChI=1S/C20H28O3/c1-11(2)14-7-8-20(4)9-15-12(3)18(22)19(23)17(15)13(10-21)5-6-16(14)20/h5,10-12,15,17-18,22H,6-9H2,1-4H3/t12-,15+,17-,18-,20-/m0/s1
• InChI Key: IUXNFOSJQWRNNO-MOLCVPFZSA-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): 54.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.47
• 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	+	0.9933	99.33%
Caco-2	+	0.8276	82.76%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6714	67.14%
P-glycoprotein inhibitior	-	0.8158	81.58%
P-glycoprotein substrate	-	0.7230	72.30%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.7303	73.03%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.6130	61.30%
CYP2C8 inhibition	-	0.8712	87.12%
CYP inhibitory promiscuity	-	0.8794	87.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5575	55.75%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9604	96.04%
Skin irritation	+	0.6642	66.42%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.7208	72.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3693	36.93%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	+	0.5562	55.62%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6376	63.76%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	+	0.5633	56.33%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.7155	71.55%
Glucocorticoid receptor binding	+	0.7036	70.36%
Aromatase binding	-	0.7169	71.69%
PPAR gamma	+	0.5223	52.23%
Honey bee toxicity	-	0.7883	78.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.66%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.60%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.00%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.72%	97.25%
CHEMBL325	Q13547	Histone deacetylase 1	83.65%	95.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163012739
• LOTUS: LTS0104935
• wikiData: Q105120901