(5S,8S,9R,10S)-selina-4(14),7(11)-diene-8,9-diol

Details

• Internal ID: aa9125fb-4dae-4d22-8038-92a44e4bf893
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,4aS,8aS)-8a-methyl-5-methylidene-3-propan-2-ylidene-2,4,4a,6,7,8-hexahydro-1H-naphthalene-1,2-diol
• SMILES (Canonical): CC(=C1CC2C(=C)CCCC2(C(C1O)O)C)C
• SMILES (Isomeric): CC(=C1C[C@H]2C(=C)CCC[C@@]2([C@H]([C@H]1O)O)C)C
• InChI: InChI=1S/C15H24O2/c1-9(2)11-8-12-10(3)6-5-7-15(12,4)14(17)13(11)16/h12-14,16-17H,3,5-8H2,1-2,4H3/t12-,13-,14-,15-/m0/s1
• InChI Key: IJTIXFJMOOVKPI-AJNGGQMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6453	64.53%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6015	60.15%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.8666	86.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8909	89.09%
P-glycoprotein inhibitior	-	0.8925	89.25%
P-glycoprotein substrate	-	0.8727	87.27%
CYP3A4 substrate	+	0.5144	51.44%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.7504	75.04%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.5581	55.81%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.7413	74.13%
CYP2C8 inhibition	-	0.9068	90.68%
CYP inhibitory promiscuity	-	0.7268	72.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.6657	66.57%
Skin irritation	-	0.5425	54.25%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.6042	60.42%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6243	62.43%
Acute Oral Toxicity (c)	III	0.7327	73.27%
Estrogen receptor binding	-	0.5168	51.68%
Androgen receptor binding	-	0.5388	53.88%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	-	0.5518	55.18%
Aromatase binding	-	0.6687	66.87%
PPAR gamma	-	0.7314	73.14%
Honey bee toxicity	-	0.8749	87.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	92.99%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	92.82%	99.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.78%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.49%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11630052
• LOTUS: LTS0243306
• wikiData: Q77494560