(1R,2S,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,4b,7,10a-pentamethyl-3,4,5,6,9,10-hexahydro-2H-phenanthrene-1,2-diol

Details

• Internal ID: 31c26b92-b96c-4c01-9294-009604080380
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2S,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,4b,7,10a-pentamethyl-3,4,5,6,9,10-hexahydro-2H-phenanthrene-1,2-diol
• InChI: InChI=1S/C21H34O2/c1-7-17(2)12-13-18(3)15(14-17)8-10-20(5)19(18,4)11-9-16(22)21(20,6)23/h7,14,16,22-23H,1,8-13H2,2-6H3/t16-,17-,18-,19+,20+,21-/m0/s1
• InChI Key: CUYCPSDZWPGCNV-XAYQJVIWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.50 g/mol
• Exact Mass: 318.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6941	69.41%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5550	55.50%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6090	60.90%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.6128	61.28%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7455	74.55%
CYP3A4 inhibition	-	0.7933	79.33%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.5992	59.92%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	-	0.7093	70.93%
CYP inhibitory promiscuity	-	0.8966	89.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9251	92.51%
Skin irritation	+	0.5213	52.13%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8154	81.54%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6845	68.45%
skin sensitisation	-	0.5864	58.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.7211	72.11%
Estrogen receptor binding	+	0.6709	67.09%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.7744	77.44%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.63%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.93%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.70%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.56%	95.52%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.33%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	80.70%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

• Kaempferia marginata

Cross-Links

• PubChem: 44566516
• LOTUS: LTS0124393
• wikiData: Q104970582