(1S,2R,5R,7S,8R,11S,17R)-11-hydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadec-13-ene-12,15-dione

Details

• Internal ID: ab151067-d9b4-4c5d-8e23-8dde2563af2e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,2R,5R,7S,8R,11S,17R)-11-hydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadec-13-ene-12,15-dione
• SMILES (Canonical): CC1=C2C(CC3C4(CCC5CC5(C4CCC3(C2=O)O)C)C)OC1=O
• SMILES (Isomeric): CC1=C2[C@@H](C[C@H]3[C@@]4(CC[C@@H]5C[C@@]5([C@H]4CC[C@]3(C2=O)O)C)C)OC1=O
• InChI: InChI=1S/C20H26O4/c1-10-15-12(24-17(10)22)8-14-18(2)6-4-11-9-19(11,3)13(18)5-7-20(14,23)16(15)21/h11-14,23H,4-9H2,1-3H3/t11-,12-,13+,14+,18-,19+,20+/m1/s1
• InChI Key: YCQMGTFAKICNOS-HDVUXBQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 4
• 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	+	0.9908	99.08%
Caco-2	+	0.5896	58.96%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7567	75.67%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5374	53.74%
BSEP inhibitior	-	0.5232	52.32%
P-glycoprotein inhibitior	-	0.6592	65.92%
P-glycoprotein substrate	-	0.8634	86.34%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.6090	60.90%
CYP2C9 inhibition	-	0.7507	75.07%
CYP2C19 inhibition	-	0.7402	74.02%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.5811	58.11%
CYP2C8 inhibition	-	0.8432	84.32%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9413	94.13%
Skin irritation	+	0.6431	64.31%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5263	52.63%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5420	54.20%
Acute Oral Toxicity (c)	III	0.3495	34.95%
Estrogen receptor binding	+	0.8914	89.14%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	+	0.6999	69.99%
Glucocorticoid receptor binding	+	0.8919	89.19%
Aromatase binding	+	0.6580	65.80%
PPAR gamma	+	0.7170	71.70%
Honey bee toxicity	-	0.8764	87.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.61%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.13%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.18%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.89%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%

Plants that contains it

• Astragalus captiosus
• Caesalpinia pulcherrima
• Dryopteris sacrosancta
• Eleusine indica
• Euphorbia retusa
• Heimia salicifolia
• Lemna trisulca
• Microlepia speluncae
• Narcissus cuneiflorus
• Osteospermum vaillantii
• Rubus conduplicatus
• Scutellaria orientalis

Cross-Links

• PubChem: 44233196
• NPASS: NPC2261
• LOTUS: LTS0213102
• wikiData: Q105346418