(3S,4aS,6S,8aR)-3-hydroxy-6,8a-dimethyl-5-methylidene-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: 5b8f3fae-3af9-4618-8893-6cfdb396c0f4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (3S,4aS,6S,8aR)-3-hydroxy-6,8a-dimethyl-5-methylidene-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1CCC2(C=C(C(CC2C1=C)O)C=O)C
• SMILES (Isomeric): C[C@H]1CC[C@@]2(C=C([C@H](C[C@H]2C1=C)O)C=O)C
• InChI: InChI=1S/C14H20O2/c1-9-4-5-14(3)7-11(8-15)13(16)6-12(14)10(9)2/h7-9,12-13,16H,2,4-6H2,1,3H3/t9-,12-,13-,14+/m0/s1
• InChI Key: ZZDVLDJXXQZPTF-NZPIUUIZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.7294	72.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5168	51.68%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5099	50.99%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.9516	95.16%
P-glycoprotein substrate	-	0.7803	78.03%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	0.6343	63.43%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.6694	66.94%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.8332	83.32%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.7495	74.95%
CYP2C8 inhibition	-	0.8436	84.36%
CYP inhibitory promiscuity	-	0.9341	93.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5591	55.91%
Skin irritation	+	0.5821	58.21%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4582	45.82%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	+	0.5970	59.70%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3310	33.10%
Estrogen receptor binding	-	0.6690	66.90%
Androgen receptor binding	-	0.6243	62.43%
Thyroid receptor binding	-	0.5524	55.24%
Glucocorticoid receptor binding	+	0.5766	57.66%
Aromatase binding	-	0.7730	77.30%
PPAR gamma	-	0.6170	61.70%
Honey bee toxicity	-	0.8826	88.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	91.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.31%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.72%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	82.83%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.80%	83.57%

Plants that contains it

• Canella winterana

Cross-Links

• PubChem: 101914978
• LOTUS: LTS0082961
• wikiData: Q105386709