3',7-Dihydroxy-2,4b,8,8,10a-pentamethylspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,5'-furan]-2'-one

Details

• Internal ID: a0ece727-7469-403f-81eb-099043ba548b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3',7-dihydroxy-2,4b,8,8,10a-pentamethylspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,5'-furan]-2'-one
• SMILES (Canonical): CC1CCC2C3(CCC(C(C3CCC2(C14C=C(C(=O)O4)O)C)(C)C)O)C
• SMILES (Isomeric): CC1CCC2C3(CCC(C(C3CCC2(C14C=C(C(=O)O4)O)C)(C)C)O)C
• InChI: InChI=1S/C22H34O4/c1-13-6-7-16-20(4)10-9-17(24)19(2,3)15(20)8-11-21(16,5)22(13)12-14(23)18(25)26-22/h12-13,15-17,23-24H,6-11H2,1-5H3
• InChI Key: WXKINGCYMWMSHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 4
• 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	+	0.9894	98.94%
Caco-2	+	0.6731	67.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7361	73.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.8740	87.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.6932	69.32%
P-glycoprotein inhibitior	-	0.6103	61.03%
P-glycoprotein substrate	-	0.8601	86.01%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.7260	72.60%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.8032	80.32%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	-	0.7108	71.08%
CYP2C8 inhibition	-	0.8025	80.25%
CYP inhibitory promiscuity	-	0.9270	92.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5109	51.09%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9549	95.49%
Skin irritation	+	0.6466	64.66%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4450	44.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	-	0.7823	78.23%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8624	86.24%
Acute Oral Toxicity (c)	I	0.6395	63.95%
Estrogen receptor binding	+	0.9116	91.16%
Androgen receptor binding	+	0.6376	63.76%
Thyroid receptor binding	+	0.8055	80.55%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	+	0.8264	82.64%
PPAR gamma	+	0.5473	54.73%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	97.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.17%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.08%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.14%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73837316
• LOTUS: LTS0028954
• wikiData: Q105314707