(1S,8S,9S,10S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-ol

Details

• Internal ID: ccf86b9f-2eea-47dc-952e-45808411b6d8
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,8S,9S,10S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-ol
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C3)OC=C4C)O)C)O2
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@]3([C@@]1([C@@H](C4=C(C3)OC=C4C)O)C)O2
• InChI: InChI=1S/C15H20O3/c1-8-7-17-10-6-15-11(18-15)5-4-9(2)14(15,3)13(16)12(8)10/h7,9,11,13,16H,4-6H2,1-3H3/t9-,11+,13+,14-,15+/m0/s1
• InChI Key: UYVZYGGRZXBGRY-KPHXCBFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 45.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.6654	66.54%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5771	57.71%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8173	81.73%
P-glycoprotein inhibitior	-	0.9157	91.57%
P-glycoprotein substrate	-	0.8149	81.49%
CYP3A4 substrate	+	0.5579	55.79%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.6945	69.45%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.6618	66.18%
CYP2C19 inhibition	-	0.6844	68.44%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.5063	50.63%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7123	71.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5829	58.29%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.5652	56.52%
Thyroid receptor binding	+	0.5778	57.78%
Glucocorticoid receptor binding	-	0.6686	66.86%
Aromatase binding	-	0.6698	66.98%
PPAR gamma	+	0.6412	64.12%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9745	97.45%

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	95.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.92%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.55%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%

Plants that contains it

• Ligularia fischeri

Cross-Links

• PubChem: 14830753
• LOTUS: LTS0008184
• wikiData: Q105281989