(1R,4aR,5R,8S,8aR)-8-hydroxy-5-(2-hydroxyethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 2ab55879-8c37-4f79-aceb-edf8a30d3e84
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1R,4aR,5R,8S,8aR)-8-hydroxy-5-(2-hydroxyethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1C(CC(=C)C2CCO)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1[C@H](CC(=C)[C@H]2CCO)O)(C)C(=O)O
• InChI: InChI=1S/C16H26O4/c1-10-9-12(18)13-15(2,11(10)5-8-17)6-4-7-16(13,3)14(19)20/h11-13,17-18H,1,4-9H2,2-3H3,(H,19,20)/t11-,12+,13-,15-,16-/m1/s1
• InChI Key: HEPASDOSCFBYBG-STGWMILLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.5409	54.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8295	82.95%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.7032	70.32%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5004	50.04%
BSEP inhibitior	-	0.8486	84.86%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.6137	61.37%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.9310	93.10%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	-	0.7800	78.00%
CYP inhibitory promiscuity	-	0.8974	89.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7052	70.52%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8034	80.34%
Skin irritation	-	0.5321	53.21%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7458	74.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5392	53.92%
skin sensitisation	-	0.7860	78.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4765	47.65%
Acute Oral Toxicity (c)	III	0.7721	77.21%
Estrogen receptor binding	+	0.5995	59.95%
Androgen receptor binding	+	0.5825	58.25%
Thyroid receptor binding	-	0.5276	52.76%
Glucocorticoid receptor binding	+	0.7120	71.20%
Aromatase binding	+	0.5207	52.07%
PPAR gamma	-	0.7025	70.25%
Honey bee toxicity	-	0.9331	93.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	93.04%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.67%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.04%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.40%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.10%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL233	P35372	Mu opioid receptor	80.13%	97.93%

Plants that contains it

• Scoparia dulcis

Cross-Links

• PubChem: 162963607
• LOTUS: LTS0232312
• wikiData: Q105026966