(1S,2R,6S,8R,9S,11S,13R,14R)-8,13-dimethyl-3-methylidene-5,12-dioxatetracyclo[7.5.0.02,6.011,13]tetradecane-2,6,14-triol

Details

• Internal ID: 38e5e5be-a6dd-44cd-ad6c-6866a8f37969
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,6S,8R,9S,11S,13R,14R)-8,13-dimethyl-3-methylidene-5,12-dioxatetracyclo[7.5.0.02,6.011,13]tetradecane-2,6,14-triol
• SMILES (Canonical): CC1CC2(C(C3C1CC4C(C3O)(O4)C)(C(=C)CO2)O)O
• SMILES (Isomeric): C[C@@H]1C[C@]2([C@@]([C@H]3[C@H]1C[C@H]4[C@@]([C@@H]3O)(O4)C)(C(=C)CO2)O)O
• InChI: InChI=1S/C15H22O5/c1-7-5-14(17)15(18,8(2)6-19-14)11-9(7)4-10-13(3,20-10)12(11)16/h7,9-12,16-18H,2,4-6H2,1,3H3/t7-,9+,10+,11+,12-,13+,14+,15+/m1/s1
• InChI Key: OMSVOJWCTSOIHP-MRPSCVHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9188	91.88%
Caco-2	-	0.5173	51.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5258	52.58%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9418	94.18%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.7181	71.81%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8215	82.15%
CYP3A4 inhibition	-	0.7877	78.77%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.8360	83.60%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.8240	82.40%
CYP2C8 inhibition	-	0.8028	80.28%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9420	94.20%
Skin irritation	-	0.6100	61.00%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6343	63.43%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5876	58.76%
skin sensitisation	-	0.8191	81.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5810	58.10%
Acute Oral Toxicity (c)	I	0.3962	39.62%
Estrogen receptor binding	+	0.5713	57.13%
Androgen receptor binding	+	0.6691	66.91%
Thyroid receptor binding	+	0.6809	68.09%
Glucocorticoid receptor binding	+	0.5995	59.95%
Aromatase binding	-	0.4884	48.84%
PPAR gamma	-	0.5280	52.80%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	95.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.45%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.29%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.04%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.52%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162931531
• LOTUS: LTS0107337
• wikiData: Q105194493