8-Hydroxysclerosporin

Details

• Internal ID: 38f635b7-9ce1-48b4-981b-a9a996b20dff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,4R,4aS,8aR)-3-hydroxy-6-methyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CC2C(CC1)C(=CC(C2C(C)C)O)C(=O)O
• SMILES (Isomeric): CC1=C[C@H]2[C@@H](CC1)C(=C[C@H]([C@@H]2C(C)C)O)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-8(2)14-11-6-9(3)4-5-10(11)12(15(17)18)7-13(14)16/h6-8,10-11,13-14,16H,4-5H2,1-3H3,(H,17,18)/t10-,11+,13-,14-/m1/s1
• InChI Key: ZLYNIGWZDMTJTK-ZMJPVWNMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3S,4R,4aS,8aR)-3-hydroxy-6-methyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydronaphthalene-1-carboxylic acid
• RefChem:107202
• CHEMBL1088469
• CHEBI:216582

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5744	57.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7584	75.84%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9242	92.42%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	-	0.5461	54.61%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8997	89.97%
CYP3A4 inhibition	-	0.8642	86.42%
CYP2C9 inhibition	-	0.7528	75.28%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.7544	75.44%
CYP1A2 inhibition	-	0.5834	58.34%
CYP2C8 inhibition	-	0.9372	93.72%
CYP inhibitory promiscuity	-	0.6042	60.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5958	59.58%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.7911	79.11%
Skin irritation	+	0.5253	52.53%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7029	70.29%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.6415	64.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6971	69.71%
Acute Oral Toxicity (c)	III	0.6892	68.92%
Estrogen receptor binding	-	0.8947	89.47%
Androgen receptor binding	-	0.5313	53.13%
Thyroid receptor binding	-	0.6559	65.59%
Glucocorticoid receptor binding	-	0.7266	72.66%
Aromatase binding	-	0.9104	91.04%
PPAR gamma	-	0.7847	78.47%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7151	71.51%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.40%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.04%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.95%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.72%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.53%	93.00%

Plants that contains it

• Rumex patientia

Cross-Links

• PubChem: 45380214
• NPASS: NPC271104
• LOTUS: LTS0015927
• wikiData: Q105379284